Home / Articles / Norbornene, norbornadiene and their derivatives: promising semi-products for organic synthesis and production of polymeric materials

Norbornene, norbornadiene and their derivatives: promising semi-products for organic synthesis and production of polymeric materials

Vitaly Rafailovich Flid 1
Vitaly Rafailovich Flid
, 
Mariya Leonidovna Gringolts 2
Mariya Leonidovna Gringolts
, 
Ravshan Sabitovich Shamsiev 1
Ravshan Sabitovich Shamsiev
, 
Evgenii Shmerovich Finkelshtein 2
Evgenii Shmerovich Finkelshtein
1 MIREA — Russian Technological University, Moscow
2 A. V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Moscow
Published 30 November 2017
85
Share
Cite this
GOST
 | 
Cite this
GOST
Flid V. R. et al. Norbornene, norbornadiene and their derivatives: promising semi-products for organic synthesis and production of polymeric materials // Russian Chemical Reviews. 2017. Vol. 87. No. 12. pp. 1169-1205.
GOST all authors (up to 50)
Flid V. R., Gringolts M. L., Shamsiev R. S., Finkelshtein E. S. Norbornene, norbornadiene and their derivatives: promising semi-products for organic synthesis and production of polymeric materials // Russian Chemical Reviews. 2017. Vol. 87. No. 12. pp. 1169-1205.
RIS
 | 
Cite this
RIS
TY - JOUR
DO - 10.1070/RCR4834
UR - https://rcr.colab.ws/publications/10.1070/RCR4834
TI - Norbornene, norbornadiene and their derivatives: promising semi-products for organic synthesis and production of polymeric materials
T2 - Russian Chemical Reviews
AU - Flid, Vitaly Rafailovich
AU - Gringolts, Mariya Leonidovna
AU - Shamsiev, Ravshan Sabitovich
AU - Finkelshtein, Evgenii Shmerovich
PY - 2017
DA - 2017/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 1169-1205
IS - 12
VL - 87
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors)
@article{2017_Flid,
author = {Vitaly Rafailovich Flid and Mariya Leonidovna Gringolts and Ravshan Sabitovich Shamsiev and Evgenii Shmerovich Finkelshtein},
title = {Norbornene, norbornadiene and their derivatives: promising semi-products for organic synthesis and production of polymeric materials},
journal = {Russian Chemical Reviews},
year = {2017},
volume = {87},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RCR4834},
number = {12},
pages = {1169--1205},
doi = {10.1070/RCR4834}
}
MLA
Cite this
MLA
Flid, Vitaly Rafailovich, et al. “Norbornene, norbornadiene and their derivatives: promising semi-products for organic synthesis and production of polymeric materials.” Russian Chemical Reviews, vol. 87, no. 12, Nov. 2017, pp. 1169-1205. https://rcr.colab.ws/publications/10.1070/RCR4834.
Views / Visits / Downloads
23 / 23 / 7

Abstract

The methods for synthesis of promising norbornene monomers from norbornadiene and quadricyclane are summarized. A strategy for their synthesis is discussed, combining theoretical and experimental approaches to the selection of catalysts and the conditions for carrying out stereoselective reactions. The mechanisms of catalytic reactions of synthesis of norbornene monomers, as well as the progress in the macromolecular design of functional polymeric materials based on them, are considered. The data on industrial processes of production of polynorbornenes and areas of their use are presented.

The bibliography includes 297 references.

Funders

Russian Academy of Sciences

References

1.
rcr_87_12_1169_bib1
Schrauzer
1968
4.
Norbornadiene–quadricyclane — an effective molecular system for the storage of solar energy
Bren' V.A., Dubonosov A.D., Minkin V.I., Chernoivanov V.A.
Russian Chemical Reviews , 1991
5.
rcr_87_12_1169_bib5
Lautens
1996
6.
Flid V.R., Manulik O.S., Dmitriev D.V., Kouznetsov V.B., Evstigneeva E.M., Belov A.P., Grigor’ev A.A.
Eurasian Chemico-Technological Journal , 2017
7.
Substituted polynorbornenes as promising materials for gas separation membranes
Finkelshtein E.S., Bermeshev M.V., Gringolts M.L., Starannikova L.E., Yampolskii Y.P.
Russian Chemical Reviews , 2011
8.
10.1002.047084289X.rn01411
9.
rcr_87_12_1169_bib9
Fel’dblyum
1982
10.
rcr_87_12_1169_bib10
Bol’shakov
1983
11.
rcr_87_12_1169_bib11
Dzhemilev
1999
12.
rcr_87_12_1169_bib12
Finkelshtein
2017
13.
Regioselective Synthesis of Polycyclic and Heptagon-embedded Aromatic Compounds through a Versatile π-Extension of Aryl Halides
Fu W.C., Wang Z., Chan W.T., Lin Z., Kwong F.Y.
Angewandte Chemie - International Edition , 2017
15.
Enthalpies of the Diels–Alder reactions of a series of dienes with tetracyanoethylene and 4-phenyl-1,2,4-triazoline-3,5-dione
Kiselev V.D., Kashaeva E.A., Potapova L.N., Kornilov D.A., Konovalov A.I.
Russian Chemical Bulletin , 2015
16.
Diels-Alder Approaches for the Synthesis of Bridged Bicyclic Systems: Synthetic Applications of (7-hetero)norbornadienes
17.
Synthesis of benzothiazine sulfonamides via heteroatomic Diels–Alder reaction of para-fluoro-N-sulfinylaniline with bicyclo[2.2.1]heptenes
Veremeichik Y.V., Shurpik D.N., Lodochnikova O.A., Plemenkov V.V.
Russian Journal of General Chemistry , 2016
20.
Kovalev Igor Sergeevich, Kopchuk Dmitrii Sergeevich, Khasanov Albert Faridovich, Zyryanov Grigory Vasil'evich, Rusinov Vladimir Leonidovich, Chupakhin Oleg Nikolaevich
Mendeleev Communications , 2014
21.
Codimerization of norbornene and 1,3-cyclopentadiene: quantum chemical and experimental research
Flid V.R., Durakov S.A., Morozova T.A., Cheshkov D.A., Katsman E.A.
Russian Chemical Bulletin , 2018
22.
rcr_87_12_1169_bib22
Evstigneeva
Vestn. MITKhT im. M.V.Lomonosova , 2006
23.
Computational studies on the dimers and the thermal dimerization of norbornadiene
Wu Y., Xue Y., Kim C.K.
Journal of Computational Chemistry , 2008
26.
Fe-containing ionic liquids as catalysts for the dimerization of bicyclo[2.2.1]hepta-2,5-diene
NGUYEN M., NGUYEN L., JEON E., KIM J., CHEONG M., KIM H., LEE J.
Journal of Catalysis , 2008
33.
rcr_87_12_1169_bib33
Shamsiev
2014
34.
Cycloaddition of electron-deficient olefins to norbornadiene in the presence of nickel bisphosphine systems
Dmitriev D.V., Shamsiev R.S., Thien H.N., Flid V.R.
Russian Chemical Bulletin , 2013
37.
Mechanism of Rhodium-Catalyzed Formyl Activation: A Computational Study
Luo X., Bai R., Liu S., Shan C., Chen C., Lan Y.
Journal of Organic Chemistry , 2016
40.
Dinitrosyl rhenium complexes for ring-opening metathesis polymerization (ROMP)
Frech C.M., Blacque O., Berke H.
Pure and Applied Chemistry , 2006
43.
Highly efficient ethylene/norbornene copolymerization by o -Di(phenyl)phosphanylphenolate-based half-titanocene complexes
Tang X., Wang Y., Li B., Liu J., Li Y.
Journal of Polymer Science, Part A: Polymer Chemistry , 2013
44.
Mechanism of Pd-catalyzed acylation/alkenylation of aryl iodide: a DFT study
Liang Y., Jiang Y., Liu Y., Bi S.
Organic and Biomolecular Chemistry , 2017
45.
Of the Ortho Effect in Palladium/Norbornene-Catalyzed Reactions: A Theoretical Investigation
Maestri G., Motti E., Della Ca’ N., Malacria M., Derat E., Catellani M.
Journal of the American Chemical Society , 2011
46.
Diastereoselective Synthesis of Dibenzoazepines through Chelation on Palladium(IV) Intermediates
Narbonne V., Retailleau P., Maestri G., Malacria M.
Organic Letters , 2013
48.
Experimental and Theoretical Study of [2σ + 2σ + 2π]–Cycloaddition of Quadricyclane and Ethylenes Containing Three Silyl-Groups
Bermeshev M., Chapala P., Lakhtin V., Genaev A., Filatova M., Peregudov A., Utegenov K., Ustynyuk N., Finkelshtein E.
Silicon , 2014
51.
Photochemical Energy Storage and Electrochemically Triggered Energy Release in the Norbornadiene–Quadricyclane System: UV Photochemistry and IR Spectroelectrochemistry in a Combined Experiment
Brummel O., Waidhas F., Bauer U., Wu Y., Bochmann S., Steinrück H., Papp C., Bachmann J., Libuda J.
Journal of Physical Chemistry Letters , 2017
52.
Unraveling factors leading to efficient norbornadiene–quadricyclane molecular solar-thermal energy storage systems
Jorner K., Dreos A., Emanuelsson R., El Bakouri O., Fdez. Galván I., Börjesson K., Feixas F., Lindh R., Zietz B., Moth-Poulsen K., Ottosson H.
Journal of Materials Chemistry A , 2017
53.
rcr_87_12_1169_bib53
54.
Effect of Ring Strain on the Charge Transport of a Robust Norbornadiene–Quadricyclane-Based Molecular Photoswitch
Tebikachew B.E., Li H.B., Pirrotta A., Börjesson K., Solomon G.C., Hihath J., Moth-Poulsen K.
Journal of Physical Chemistry C , 2017
55.
Substituted Diarylnorbornadienes and Quadricyclanes: Synthesis, Photochemical Properties, and Effect of Substituent on the Kinetic Stability of Quadricyclanes
Spivack K.J., Walker J.V., Sanford M.J., Rupert B.R., Ehle A.R., Tocyloski J.M., Jahn A.N., Shaak L.M., Obianyo O., Usher K.M., Goodson F.E.
Journal of Organic Chemistry , 2017
56.
Catalytically Triggered Energy Release from Strained Organic Molecules: The Surface Chemistry of Quadricyclane and Norbornadiene on Pt(111)
Bauer U., Mohr S., Döpper T., Bachmann P., Späth F., Düll F., Schwarz M., Brummel O., Fromm L., Pinkert U., Görling A., Hirsch A., Bachmann J., Steinrück H., Libuda J., et. al.
Chemistry - A European Journal , 2016
57.
Low Molecular Weight Norbornadiene Derivatives for Molecular Solar-Thermal Energy Storage
Quant M., Lennartson A., Dreos A., Kuisma M., Erhart P., Börjesson K., Moth-Poulsen K.
Chemistry - A European Journal , 2016
58.
Energy Storage in Strained Organic Molecules: (Spectro)Electrochemical Characterization of Norbornadiene and Quadricyclane
Brummel O., Besold D., Döpper T., Wu Y., Bochmann S., Lazzari F., Waidhas F., Bauer U., Bachmann P., Papp C., Steinrück H., Görling A., Libuda J., Bachmann J.
ChemSusChem , 2016
59.
rcr_87_12_1169_bib59
60.
rcr_87_12_1169_bib60
Wang
Hanneng Cailiao (Chin. J. Energ. Mater.) , 2014
61.
rcr_87_12_1169_bib61
62.
rcr_87_12_1169_bib62
63.
Optimization of Norbornadiene Compounds for Solar Thermal Storage by First-Principles Calculations
Kuisma M., Lundin A., Moth-Poulsen K., Hyldgaard P., Erhart P.
ChemSusChem , 2016
64.
Comparative Ab-Initio Study of Substituted Norbornadiene-Quadricyclane Compounds for Solar Thermal Storage
Kuisma M.J., Lundin A.M., Moth-Poulsen K., Hyldgaard P., Erhart P.
Journal of Physical Chemistry C , 2016
66.
Inverted thermochemistry of “norbornadiene–quadricyclane” molecular system inside fullerene nanocages
Sabirov D.S., Terentyev A.O., Shepelevich I.S., Bulgakov R.G.
Computational and Theoretical Chemistry , 2014
67.
rcr_87_12_1169_bib67
Manulik
Kinet. Katal , 1998
69.
rcr_87_12_1169_bib69
Temkin
2012
71.
Dimerization of norbornene on zeolite catalysts
Grigor'eva N.G., Bubennov S.V., Khalilov L.M., Kutepov B.I.
Chinese Journal of Catalysis , 2015
73.
Regiochemical control in the homo-Diels-Alder reaction: substituent effects
Lautens M., Edwards L.G.
Journal of Organic Chemistry , 1991
76.
Role of attractive interactions in endo-exo stereoselectivities of Diels-Alder reactions
Kobuke Y., Sugimoto T., Furukawa J., Fueno T.
Journal of the American Chemical Society , 1972
77.
rcr_87_12_1169_bib77
78.
rcr_87_12_1169_bib78
Lautens
1994
80.
Cobalt-catalyzed intramolecular homo Diels-Alder reactions
Lautens M., Tam W., Edwards L.G.
Journal of Organic Chemistry , 1992
82.
Rh-Catalyzed Highly Enantioselective Hydroalkynylation Reaction of Norbornadiene Derivatives
Fan B., Xu J., Yang Q., Li S., Chen H., Liu S., Yu L., Zhou Y., Wang L.
Organic Letters , 2013
85.
rcr_87_12_1169_bib85
Otero-Fraga
Synthesis , 2017
86.
Hydroformylation of 2,5-norbornadiene in organic/aqueous two-phase system and acceleration by cationic surfactants
Yang X., Liang H., Fu H., Zheng X., Yuan M., Li R., Chen H.
Applied Organometallic Chemistry , 2016
87.
Palladium-Catalyzed Arylboration of Bicyclic Alkenes
Yang K., Song Q.
Journal of Organic Chemistry , 2016
88.
Palladium-catalyzed addition reaction of thioesters to norbornenes
Arisawa M., Tanii S., Yamada T., Yamaguchi M.
Tetrahedron , 2015
90.
Nickel-catalyzed allylation of norbornene
Catellani M., Chiusoli G.P., Dradi E., Salerno G.
Journal of Organometallic Chemistry , 1979
91.
Nickel complex-catalyzed codimerization of allyl esters with compounds in the norbornene series
Dzhemilev U.M., Khusnutdinov R.I., Galeev D.K., Nefedov O.M., Tolstikov G.A.
Russian Chemical Bulletin , 1987
92.
Cooligomerization of allyl acetate with norbornadiene and its derivatives catalyzed by nickel complexes
Dzhemilev U.M., Khusnutdinov R.I., Galeev D.K., Tolstikov G.A.
Russian Chemical Bulletin , 1987
93.
rcr_87_12_1169_bib93
Flid
Kinet. Ratal , 1992
94.
Unconventional catalytic allylation of 5-norbornene-2,3-dicarboxylic anhydrides: 7-oxa and 7-aza analogues
Leont’eva S.V., Manulik O.S., Evstigneeva E.M., Bobkova E.N., Flid V.R.
Kinetics and Catalysis , 2006
95.
rcr_87_12_1169_bib95
Evstigneeva
2011
97.
rcr_87_12_1169_bib97
Flid
Metalloorg. Khimiya , 1991
99.
Palladium-Catalyzed α-Ketocyclopropanation of Norbornenes with Propargyl Acetates
100.
Unconventional Allylation of Norbornadiene Catalyzed by Palladium Complexes
Evstigneeva E.M., Manulik O.S., Flid V.R.
Kinetics and Catalysis , 2004
101.
Catalytic hydroallylation of norbornadiene with allyl formate
Stolyarov I.P., Gekhman A.E., Moiseev I.I., Kolesnikov A.Y., Evstigneeva E.M., Flid V.R.
Russian Chemical Bulletin , 2007
102.
Unusual selective allylation of norbornadiene in the presence of palladium nanoclusters
Evstigneeva E.M., Manulik O.S., Flid V.R., Stolyarov I.P., Kozitsyna N.Y., Vargaftik M.N., Moiseev I.I.
Russian Chemical Bulletin , 2004
104.
rcr_87_12_1169_bib104
Flid
Kinet. Ratal. , 1994
105.
New heterogenized catalytic systems in norbornadiene allylation
Flid V.R., Durakov S.A.
Russian Chemical Bulletin , 2018
106.
New Amorphous Fluoropolymers of Tetrafluoroethylene with Fluorinated and Non-Fluorinated Tricyclononenes. Semiconductor Photoresists for Imaging at 157 and 193 nm
Feiring A.E., Crawford M.K., Farnham W.B., Feldman J., French R.H., Junk C.P., Leffew K.W., Petrov V.A., Qiu W., Schadt F.L., Tran H.V., Zumsteg F.C.
Macromolecules , 2006
108.
Nickel-catalyzed [2.pi. + 2.pi. + 2.pi.] (homo-Diels-Alder) and [2.pi. + 2.pi.] cycloadditions of bicyclo[2.2.1]hepta-2,5-dienes.
111.
Ruthenium-Catalyzed [2 + 2] Cycloadditions of Bicyclic Alkenes with Alkynyl Phosphonates
Cockburn N., Karimi E., Tam W.
Journal of Organic Chemistry , 2009
113.
Ruthenium(II)-Catalyzed [2+2] Cycloadditions ofanti 7-Substituted Norbornenes
Jordan R.W., Le Marquand P., Tam W.
European Journal of Organic Chemistry , 2008
114.
Alkynyl Halides in Ruthenium(II)-Catalyzed [2+2] Cycloadditions of Bicyclic Alkenes
Allen A., Villeneuve K., Cockburn N., Fatila E., Riddell N., Tam W.
European Journal of Organic Chemistry , 2008
115.
Catalytic [2+2]-cycloaddition of 3,3-disubstituted cyclopropenes to norbornene and norbornadiene
Tomilov Y.V., Bordakov V.G., Tsvetkova N.M., Dolgii I.E., Nefedov O.M.
Russian Chemical Bulletin , 1987
116.
rcr_87_12_1169_bib116
Cadogan
1991
117.
Synthetic Chemistry of Quadricyclane
Petrov V., Vasil'ev N.
Current Organic Synthesis , 2006
118.
Metal catalysts for the vinyl/addition polymerization of norbornene
120.
Cycloaddition reaction of quadricyclane and fluoroolefins
Petrov V.A., Davidson F., Krusic P.J., Marchione A.A., Marshall W.J.
Journal of Fluorine Chemistry , 2005
121.
rcr_87_12_1169_bib121
Chapala
2015
122.
Metal-Catalyzed Vinyl Addition Polymers for 157 nm Resist Applications. 2. Fluorinated Norbornenes:  Synthesis, Polymerization, and Initial Imaging Results
Tran H.V., Hung R.J., Chiba T., Yamada S., Mrozek T., Hsieh Y., Chambers C.R., Osborn B.P., Trinque B.C., Pinnow M.J., MacDonald S.A., Willson C.G., Sanders D.P., Connor E.F., Grubbs R.H., et. al.
Macromolecules , 2002
123.
Metal-Catalyzed Addition Polymers for 157 nm Resist Applications. Synthesis and Polymerization of Partially Fluorinated, Ester-Functionalized Tricyclo[4.2.1.02,5]non-7-enes
Sanders D.P., Connor E.F., Grubbs R.H., Hung R.J., Osborn B.P., Chiba T., MacDonald S.A., Willson C.G., Conley W.
Macromolecules , 2003
124.
New quadricyclane-based cyclic polycarbosilanes
Gringolts M.L., Bermeshev M.V., Kaz’min A.G., Finkelshtein E.S.
Doklady Chemistry , 2009
125.
Effect of substituents on addition polymerization of norbornene derivatives with two Me3Si-groups using Ni(II)/MAO catalyst
126.
Synthesis of silicon-substituted tricyclononenes
Bermeshev M.V., Syromolotov A.V., Gringolts M.L., Lakhtin V.G., Finkelshtein E.S.
Tetrahedron Letters , 2011
127.
Synthesis of tricyclononenes and tricyclononadienes containing MX 3-groups (M=C, Si, Ge; X=Cl, Me)
Bulgakov B.A., Bermeshev M.V., Demchuk D.V., Lakhtin V.G., Kazmin A.G., Finkelshtein E.S.
Tetrahedron , 2012
128.
rcr_87_12_1169_bib128
Bermeshev
2017
129.
Synthesis and polymerization of 3-tris(trimethylsyloxy)silyltricyclononene-7
Syromolotov A.V., Bermeshev M.V., Gringolts M.L., Kazmin A.G., Finkelshtein E.S.
Doklady Chemistry , 2011
130.
Glassy Polynorbornenes with Si–O–Si Containing Side Groups. Novel Materials for Hydrocarbon Membrane Separation
Bermeshev M.V., Syromolotov A.V., Starannikova L.E., Gringolts M.L., Lakhtin V.G., Yampolskii Y.P., Finkelshtein E.S.
Macromolecules , 2013
131.
Alentiev Dmitry Aleksandrovich, Chapala Pavel Petrovich, Filatova Marina Petrovna, Finkelshtein Evgenii Shmerovich, Bermeshev Maksim Vladimirovich
Mendeleev Communications , 2016
132.
Addition polymerization of silyl-containing norbornenes in the presence of Ni-based catalysts
Finkelshtein E.S., Makovetskii K.L., Gringolts M.L., Rogan Y.V., Golenko T.G., Lakhtin V.G., Filatova M.P.
Journal of Molecular Catalysis A Chemical , 2006
133.
New High Permeable Addition Poly(tricyclononenes) with Si(CH3)3 Side Groups. Synthesis, Gas Permeation Parameters, and Free Volume
Gringolts M., Bermeshev M., Yampolskii Y., Starannikova L., Shantarovich V., Finkelshtein E.
Macromolecules , 2010
134.
A Novel, Highly Gas-Permeable Polymer Representing a New Class of Silicon-Containing Polynorbornens As Efficient Membrane Materials
Chapala P.P., Bermeshev M.V., Starannikova L.E., Belov N.A., Ryzhikh V.E., Shantarovich V.P., Lakhtin V.G., Gavrilova N.N., Yampolskii Y.P., Finkelshtein E.S.
Macromolecules , 2015
135.
Chapala Pavel Petrovich, Bermeshev Maksim Vladimirovich, Lakhtin Valentin Georgievich, Genaev Alexander Mikhailovich, Tavtorkin Alexander Nikolaevich, Finkelshtein Evgenii Shmerovich
Mendeleev Communications , 2015
136.
rcr_87_12_1169_bib136
Ivin
1997
137.
rcr_87_12_1169_bib137
Grubbs
2003
138.
rcr_87_12_1169_bib138
Grubbs
2015
139.
rcr_87_12_1169_bib139
Grela
2014
140.
Key processes in ruthenium-catalysed olefin metathesis
Nelson D.J., Manzini S., Urbina-Blanco C.A., Nolan S.P.
Chemical Communications , 2014
142.
The ROMP toolbox upgraded
Leitgeb A., Wappel J., Slugovc C.
Polymer , 2010
143.
Remote control grubbs catalysts that modulate ring‐opening metathesis polymerizations
Teator A.J., Bielawski C.W.
Journal of Polymer Science, Part A: Polymer Chemistry , 2017
144.
Living ring-opening metathesis polymerization
Bielawski C.W., Grubbs R.H.
Progress in Polymer Science , 2007
145.
Ruthenium-Based Heterocyclic Carbene-Coordinated Olefin Metathesis Catalysts
146.
Multiple Metal–Carbon Bonds for Catalytic Metathesis Reactions (Nobel Lecture)
150.
Synthesis and activity for ROMP of bidentate Schiff base substituted second generation Grubbs catalysts
Allaert B., Dieltiens N., Ledoux N., Vercaemst C., Van Der Voort P., Stevens C.V., Linden A., Verpoort F.
Journal of Molecular Catalysis A Chemical , 2006
152.
Expanded Functionality of Polymers Prepared Using Metal-Free Ring-Opening Metathesis Polymerization
Goetz A.E., Pascual L.M., Dunford D.G., Ogawa K.A., Knorr D.B., Boydston A.J.
ACS Macro Letters , 2016
153.
Synthesis of chiral molybdenum ROMP initiators and all-cis highly tactic poly(2,3-(R)2norbornadiene) (R = CF3 or CO2Me)
McConville D.H., Wolf J.R., Schrock R.R.
Journal of the American Chemical Society , 1993
155.
Asymmetric catalysts for stereocontrolled olefin metathesis reactions
158.
Syntheses of Molybdenum Oxo Alkylidene Complexes through Addition of Water to an Alkylidyne Complex
Bukhryakov K.V., Schrock R.R., Hoveyda A.H., Tsay C., Müller P.
Journal of the American Chemical Society , 2018
160.
Copolymerization of Norbornene and Norbornadiene Using a cis-Selective Bimetallic W-Based Catalytic System
Raptopoulos G., Kyriakou K., Mali G., Scarpellini A., Anyfantis G., Mavromoustakos T., Pitsikalis M., Paraskevopoulou P.
Polymers , 2017
166.
rcr_87_12_1169_bib166
167.
rcr_87_12_1169_bib167
168.
Well-defined silica-supported olefin metathesis catalysts.
Allen D.P., Van Wingerden M.M., Grubbs R.H.
Organic Letters , 2009
169.
Removing Ruthenium Residues from Olefin Metathesis Reaction Products
Vougioukalakis G.C.
Chemistry - A European Journal , 2012
170.
Olefin metathesis in ionic liquids
Śledź P., Mauduit M., Grela K.
Chemical Society Reviews , 2008
171.
Polymer-Supported Well-Defined Metathesis Catalysts
173.
The Resting State Makes the Difference: The Influence of the Anchor Group in the ROMP of Norbornene Derivatives
Slugovc C., Demel S., Riegler S., Hobisch J., Stelzer F.
Macromolecular Rapid Communications , 2004
175.
ROMP Reactivity of endo- and exo-Dicyclopentadiene
Rule J.D., Moore J.S.
Macromolecules , 2002
176.
Reactivity of norbornene esters in ring-opening metathesis polymerization initiated by a N-chelating Hoveyda II type catalyst
Kiselev S.A., Lenev D.A., Lyapkov A.A., Semakin S.V., Bozhenkova G., Verpoort F., Ashirov R.V.
RSC Advances , 2016
177.
Comparative Reactivity of Me3Si-substituted Norbornene Derivatives in Ring-Opening Metathesis Polymerization
Gringolts M.L., Bermeshev M.V., Rogan Y.V., Moskvicheva M.V., Filatova M.P., Finkelshtein E.S., Bondarenko G.N.
Silicon , 2014
178.
Metathesis polymer based on 5-trimethylsilylbicyclo[2.2.2]oct-2-ene: Synthesis and gas-transport properties
Alent’ev D.A., Bermeshev M.V., Starannikova L.E., Solopchenko A.V., Yampol’skii Y.P., Finkelshtein E.S.
Polymer Science - Series B , 2016
180.
Electroluminescent copper-containing polymers based on copper(I) norbornene-substituted complexes
Ilicheva A.I., Bochkarev L.N., Ilichev V.A.
Russian Journal of General Chemistry , 2017
182.
Preparation and properties of ion exchange membranes for PEMFC with sulfonic and carboxylic acid groups based on polynorbornenes
Wang C., Feng Z., Zhao Y., Li X., Li W., Xie X., Wang S., Hou H.
International Journal of Hydrogen Energy , 2017
184.
rcr_87_12_1169_bib184
Guadagno
2013
185.
Synthesis and Preparation of Bio‐Based ROMP Thermosets from Functionalized Renewable Isosorbide Derivative
Wang B., Mireles K., Rock M., Li Y., Thakur V.K., Gao D., Kessler M.R.
Macromolecular Chemistry and Physics , 2016
186.
Novel imidazolium-based poly(ionic liquid)s with different counterions for self-healing
Cui J., Nie F., Yang J., Pan L., Ma Z., Li Y.
Journal of Materials Chemistry A , 2017
187.
Shear Degradation Resistance of Star Polymers during Elongational Flow
Xue L., Agarwal U.S., Lemstra P.J.
Macromolecules , 2005
188.
Star-shaped polymers having PEO arms
Lapienis G.
Progress in Polymer Science , 2009
190.
Structure, function, self-assembly, and applications of bottlebrush copolymers
Verduzco R., Li X., Pesek S.L., Stein G.E.
Chemical Society Reviews , 2015
191.
Application of Bottlebrush Block Copolymers as Photonic Crystals
Liberman‐Martin A.L., Chu C.K., Grubbs R.H.
Macromolecular Rapid Communications , 2017
192.
Efficient Synthesis of Narrowly Dispersed Brush Copolymers and Study of Their Assemblies: The Importance of Side Chain Arrangement
Xia Y., Olsen B.D., Kornfield J.A., Grubbs R.H.
Journal of the American Chemical Society , 2009
195.
Controlling the Orientation of Pendants in Two-Dimensional Comb-Like Polymers by Varying Stiffness of Polymeric Backbones
Lin N., Satyanarayana K., Chen C., Tsai Y., Yu S.S., Chan S.I., Luh T.
Macromolecules , 2014
196.
Well-Defined Condensation Polymers with Narrow Polydispersity via Unsymmetrical Ladderphanes by Sequential Polymerization
197.
Recent Developments in the Chemistry of Cubic Polyhedral Oligosilsesquioxanes
Cordes D.B., Lickiss P.D., Rataboul F.
Chemical Reviews , 2010
198.
Quantitative Determination of the Chemical Composition of Silica−Poly(norbornene) Nanocomposites
199.
An exfoliated clay-poly(norbornene) nanocomposite prepared by metal-mediated surface-initiated polymerization
Penaloza D.P., Sandberg D.J., Giotto M.V., Seery T.A.
Polymer Engineering and Science , 2015
200.
Reproducing Superhydrophobic Leaves as Coatings by Micromolding Surface-Initiated Polymerization
Escobar C.A., Spellings M.P., Cooksey T.J., Jennings G.K.
Macromolecular Rapid Communications , 2014
201.
The effect of trimethylsilyl substituents in the monomer unit on the energy characteristics of surfaces of polynorbornenes obtained via metathesis polymerization
Bogdanova Y.G., Dolzhikova V.D., Gringol’ts M.L., Kostina Y.V., Tikhonov N.A., Alent’ev A.Y.
Polymer Science - Series A , 2013
202.
Oxidative Stabilization of Poly(norbornene) Polymers Prepared by Ring Opening Metathesis Polymerization
Lambeth R.H., Baranoski M.H.
Journal of Macromolecular Science - Pure and Applied Chemistry , 2014
203.
Biocatalytic Synthesis and Polymerization via ROMP of New Biobased Phenolic Monomers: A Greener Process toward Sustainable Antioxidant Polymers
204.
Novel Polymers Based on Dimethyl Esters of Norbornene Dicarboxylic Acids Synthesized Using Metathesis Ring-Opening Polymerization
Verpoort F., Yusubov M., Kiselev S., Lyapkov A., Ashirov R., Bozhenkova G.
Current Organic Synthesis , 2017
205.
Ring Opening Metathesis Polymerization Derived Polymers as Photoresists: Making Use of Thiol-ene Chemistry
Wolfberger A., Rupp B., Kern W., Griesser T., Slugovc C.
Macromolecular Rapid Communications , 2011
206.
Effect of Cross‐Link Density on Carbon Dioxide Separation in Polydimethylsiloxane‐Norbornene Membranes
Hong T., Niu Z., Hu X., Gmernicki K., Cheng S., Fan F., Johnson J.C., Hong E., Mahurin S., Jiang D., Long B., Mays J., Sokolov A., Saito T.
ChemSusChem , 2015
208.
Macroporous Polyolefin Membranes from Dicyclopentadiene High Internal Phase Emulsions: Preparation and Morphology Tuning
Kovačič S., Preishuber-Pflügl F., Slugovc C.
Macromolecular Materials and Engineering , 2014
210.
Supercritical CO2 mediated functionalization of highly porous emulsion-derived foams: ScCO2 absorption and epoxidation
211.
Modification of silicon-substituted polynorbornenes by epoxidation of main chain double bonds
Morontsev A.A., Gringolts M.L., Filatova M.P., Finkelshtein E.S.
Polymer Science - Series B , 2016
212.
Sulfonation of Surface-Initiated Polynorbornene Films
Berron B.J., Payne P.A., Jennings G.K.
Industrial & Engineering Chemistry Research , 2008
213.
Post-functionalization of a ROMP polymer backbone via radical thiol-ene coupling chemistry
van Hensbergen J.A., Burford R.P., Lowe A.B.
Journal of Polymer Science, Part A: Polymer Chemistry , 2012
215.
Gas-transport properties of epoxidated metathesis polynorbornenes
Belov N.A., Gringolts M.L., Morontsev A.A., Starannikova L.E., Yampolskii Y.P., Finkelstein E.S.
Polymer Science - Series B , 2017
216.
A new approach to improvement of gas permeation properties of olefin metathesis derived poly(norbornenes): gem-difluorocyclopropanation of backbone double bonds
Morontsev A.A., Zhigarev V.A., Nikiforov R.Y., Belov N.A., Gringolts M.L., Finkelshtein E.S., Yampolskii Y.P.
European Polymer Journal , 2018
217.
Structurally diverse polymers from norbornene and thiolactone containing building blocks
220.
Mechanism-Based Design of a ROMP Catalyst for Sequence-Selective Copolymerization
Bornand M., Chen P.
Angewandte Chemie - International Edition , 2005
221.
Ring opening metathesis polymerization of norbornene and tetracyclododecene with cyclooctene by using (arylimido)vanadium(V)-alkylidene catalyst
227.
A Ring‐Opening Metathesis Polymerization Catalyst That Exhibits Redox‐Switchable Monomer Selectivities
Lastovickova D.N., Shao H., Lu G., Liu P., Bielawski C.W.
Chemistry - A European Journal , 2017
228.
Synthesis of norbornene–cyclooctene copolymers by the cross-metathesis of polynorbornene with polyoctenamer
Gringolts M.L., Denisova Y.I., Shandryuk G.A., Krentsel L.B., Litmanovich A.D., Finkelshtein E.S., Kudryavtsev Y.V.
RSC Advances , 2015
229.
Peculiarities of crystallization in the multiblock copolymers of norbornene and cyclooctene
Shandryuk G.A., Denisova Y.I., Gringolts M.L., Krentsel L.B., Litmanovich A.D., Finkelshtein E.S., Kudryavtsev Y.V.
European Polymer Journal , 2017
230.
Cross-metathesis of polynorbornene with polyoctenamer: a kinetic study
Denisova Y.I., Gringolts M.L., Peregudov A.S., Krentsel L.B., Litmanovich E.A., Litmanovich A.D., Finkelshtein E.S., Kudryavtsev Y.V.
Beilstein Journal of Organic Chemistry , 2015
231.
Denisova Yulia Igorevna, Gringolts Mariya Leonidovna, Roenko Alexei Valer'evich, Shandryuk Georgiy Aleksandrovich, Finkelshtein Evgenii Shmerovich, Kudryavtsev Yaroslav Viktorovich
Mendeleev Communications , 2017
233.
rcr_87_12_1169_bib233
Ma
J. Macromol. Sci., Part C: Polym. Rev. , 2009
240.
Polymerization of carboxylic ester functionalized norbornenes catalyzed by (η3‐allyl)palladium complexes bearing N‐heterocyclic carbene ligands
Jung I.G., Seo J., Chung Y.K., Shin D.M., Chun S., Son S.U.
Journal of Polymer Science, Part A: Polymer Chemistry , 2007
241.
rcr_87_12_1169_bib241
Jian
Chin. J. Struct. Chem. , 2017
242.
rcr_87_12_1169_bib242
Deng
Chin. J. Struct. Chem. , 2016
243.
rcr_87_12_1169_bib243
Lan
Chin. J. Struct. Chem. , 2015
244.
Paramagnetic complexes of monovalent and trivalent nickel in the catalytic system Ni(COD)2/BF3∙ OEt2 active in norbornene polymerization
Kraikivskii P.B., Saraev V.V., Bocharova V.V., Matveev D.A., Petrovskii S.K., Gotsko M.D.
Catalysis Communications , 2011
248.
Synthesis and Characterization of Ni II and Pd II Complexes Bearing N,N,S Tridentate Ligands and Their Catalytic Properties for Norbornene Polymerization
249.
rcr_87_12_1169_bib249
Liang
Chin. J. Struct. Chem. , 2016
253.
Cationic palladium(II)–acetylacetonate complexes bearing α-diimine ligands as catalysts in norbornene polymerization
Suslov D.S., Pahomova M.V., Abramov P.A., Bykov M.V., Tkach V.S.
Catalysis Communications , 2015
257.
rcr_87_12_1169_bib257
Meng
Chin. J. Struct. Chem. , 2014
262.
γ-Agostic Species as Key Intermediates in the Vinyl Addition Polymerization of Norbornene with Cationic (allyl)Pd Catalysts: Synthesis and Mechanistic Insights
263.
rcr_87_12_1169_bib263
Walter
2009
264.
β, γ-Carbon−Carbon Bond Cleavage as a Prelude to Chain Transfer in Ester-Functionalized Norbornene Polymerization
McDermott J., Chang C., Martín L.F., Rhodes L.F., Benedikt G.M., Lattimer R.P.
Macromolecules , 2008
265.
Metallocene-Catalyzed C7-Linkage in the Hydrooligomerization of Norbornene byσ-Bond Metathesis: Insight into the Microstructure of Polynorbornene
Karafilidis C., Hermann H., Rufiñska A., Gabor B., Mynott R.J., Breitenbruch G., Weidenthaler C., Rust J., Joppek W., Brookhart M.S., Thiel W., Fink G.
Angewandte Chemie - International Edition , 2004
268.
New Stereoregularity in the Stereospecific Polymerization of Bulky Strained Olefins: Diheterotactic Polynorbornene
Ricci G., Boglia A., Boccia A.C., Zetta L., Famulari A., Meille S.V.
Macromolecules , 2008
273.
Addition Oligomerization of Dicyclopentadiene: Reactivity of Endo and Exo Isomers and Postmodification
Zanchin G., Leone G., Pierro I., Rapallo A., Porzio W., Bertini F., Ricci G.
Macromolecular Chemistry and Physics , 2017
274.
Novel, Efficient, Palladium-Based System for the Polymerization of Norbornene Derivatives:  Scope and Mechanism
Hennis A.D., Polley J.D., Long G.S., Sen A., Yandulov D., Lipian J., Benedikt G.M., Rhodes L.F., Huffman J.
Organometallics , 2001
275.
Cationic acetylacetonate palladium complexes/boron trifluoride etherate catalyst systems for polymerization of 5-methoxycarbonylnorbornene
Suslov D.S., Bykov M.V., Kuzmin A.V., Abramov P.A., Kravchenko O.V., Pakhomova M.V., Rokhin A.V., Ushakov I.A., Tkach V.S.
Catalysis Communications , 2018
277.
Asymmetric organocatalysts supported on vinyl addition polynorbornenes for work in aqueous media
Sagamanova I.K., Sayalero S., Martínez-Arranz S., Albéniz A.C., Pericàs M.A.
Catalysis Science and Technology , 2015
279.
Polymerization of norbornene with a pendent sulfonyl fluoride group catalyzed by palladium complex bearingtBu3P ligand
Takamiya I., Yamashita M., Murotani E., Morizawa Y., Nozaki K.
Journal of Polymer Science, Part A: Polymer Chemistry , 2008
281.
rcr_87_12_1169_bib281
Meng
2008
283.
Industrial applications of olefin metathesis
Mol J.
Journal of Molecular Catalysis A Chemical , 2004
284.
Catalytic polymerizations in aqueous medium
Claverie J.P., Soula R.
Progress in Polymer Science , 2003
285.
Thermal properties of polynorbornene (cis- and trans-) and hydrogenated polynorbornene
Esteruelas M.A., González F., Herrero J., Lucio P., Oliván M., Ruiz-Labrador B.
Polymer Bulletin , 2007
287.
rcr_87_12_1169_bib287
Slugovc
2014
288.
rcr_87_12_1169_bib288
Singh
J. Sci. Ind. Res. India , 2006
289.
Olefin metathesis meets rubber chemistry and technology
Leimgruber S., Trimmel G.
Monatshefte fur Chemie , 2015
290.
rcr_87_12_1169_bib290
Erkecoglu
2016
291.
Industrialization and application development of cyclo-olefin polymer
292.
State of the art of cyclic olefin polymers
Boggioni L., Tritto I.
MRS Bulletin , 2013
293.
Cyclic olefin polymers: emerging materials for lab-on-a-chip applications
Nunes P.S., Ohlsson P.D., Ordeig O., Kutter J.P.
Microfluidics and Nanofluidics , 2010
294.
rcr_87_12_1169_bib294
Makovetskii
Vysokomol Soedin, Ser. A , 2005
295.
rcr_87_12_1169_bib295