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Terpene ligands in the coordination chemistry: synthesis of metal complexes, stereochemistry, catalytic properties and biological activity

Ol'ga Aleksandrovna Zalevskaya 1
Ol'ga Aleksandrovna Zalevskaya
,  , 
1 Institute of Chemistry of Komi Science Center of Ural Branch of the Russian Academy of Sciences, Syktyvkar
10.1070/RCR4880
Published 30 November 2018
Review , RCR4880, Volume 88, Issue 10, 979-1012
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Zalevskaya O. A., Gur'eva Y. A., Kutchin A. V. Terpene ligands in the coordination chemistry: synthesis of metal complexes, stereochemistry, catalytic properties and biological activity // Russian Chemical Reviews. 2018. Vol. 88. No. 10. pp. 979-1012.
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Zalevskaya O. A., Gur'eva Y. A., Kutchin A. V. Terpene ligands in the coordination chemistry: synthesis of metal complexes, stereochemistry, catalytic properties and biological activity // Russian Chemical Reviews. 2018. Vol. 88. No. 10. pp. 979-1012.
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TY - JOUR
DO - 10.1070/RCR4880
UR - https://rcr.colab.ws/publications/10.1070/RCR4880
TI - Terpene ligands in the coordination chemistry: synthesis of metal complexes, stereochemistry, catalytic properties and biological activity
T2 - Russian Chemical Reviews
AU - Zalevskaya, Ol'ga Aleksandrovna
AU - Gur'eva, Yana Aleksandrovna
AU - Kutchin, Aleksandr Vasilevich
PY - 2018
DA - 2018/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 979-1012
IS - 10
VL - 88
ER -
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@article{2018_Zalevskaya,
author = {Ol'ga Aleksandrovna Zalevskaya and Yana Aleksandrovna Gur'eva and Aleksandr Vasilevich Kutchin},
title = {Terpene ligands in the coordination chemistry: synthesis of metal complexes, stereochemistry, catalytic properties and biological activity},
journal = {Russian Chemical Reviews},
year = {2018},
volume = {88},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RCR4880},
number = {10},
pages = {979--1012},
doi = {10.1070/RCR4880}
}
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Zalevskaya, Ol'ga Aleksandrovna, et al. “Terpene ligands in the coordination chemistry: synthesis of metal complexes, stereochemistry, catalytic properties and biological activity.” Russian Chemical Reviews, vol. 88, no. 10, Nov. 2018, pp. 979-1012. https://rcr.colab.ws/publications/10.1070/RCR4880.
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Abstract

Published data on the synthesis and catalytic properties of metal complexes with chiral ligands containing a terpene moiety are integrated and systematized. The stereochemical features of transition metal complexes with terpene ligands are discussed. Structures of stable complexes of this type and the initial chiral ligands are presented. In view of the enormous structural diversity of the analyzed data, classification is based on the chemical functionality of terpene ligands. The results of application of terpene ligands in asymmetric transition metal catalysis are considered; the data are classified in terms of the type of chemical reaction. Data on the biological activity of some metal complexes with terpene ligands are presented.

The bibliography includes 228 references.

References

2.
rcr_88_10_979_bib2
Macaev
2011
3.
rcr_88_10_979_bib3
Plemyannikov
2007
4.
rcr_88_10_979_bib4
Volcho
2005
5.
rcr_88_10_979_bib5
Dunne
1970
6.
rcr_88_10_979_bib6
Dunne
1970
7.
rcr_88_10_979_bib7
Dunne
1970
8.
Palladium complexes based on optically active terpene derivatives of ethylenediamine
Zalevskaya O.A., Vorob’eva E.G., Dvornikova I.A., Kuchin A.V.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2008
9.
Synthesis and structural studies of (1R,2R,5R)-chloro{o-[β-(2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylidenamino)ethyliminomethyl]phenoxy-O,N,N}palladium(II)
Zalevskaya O.A., Vorobieva E.G., Dvornikova I.A., Alekseev I.N., Mironova E.V., Krivolapov D.B., Litvinov I.A., Kuchin A.V.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2011
10.
Synthesis of new bidentate ligands—terpene derivatives of ethylenediamine and their palladium complexes
Gur’eva Y.A., Alekseev I.N., Zalevskaya O.A., Slepukhin P.A., Kutchin A.V.
Russian Journal of Organic Chemistry , 2016
12.
Synthesis of New Chiral Palladium Complexes with Multidentate Camphor Schiff Bases
Gur’eva Y.A., Zalevskaya O.A., Alekseev I.A., Slepukhin P.A., Kutchin A.V.
Russian Journal of Organic Chemistry , 2018
13.
Synthesis of chiral 1,2-diamines from α-pinene and their use in asymmetric nitroaldol reaction
Dvornikova I.A., Buravlev E.V., Suponitskii K.Y., Chukicheva I.Y., Kutchin A.V.
Russian Journal of Organic Chemistry , 2015
14.
New unsymmetrical salen-type ligand from enantiomerically pure 2-hydroxypinan-3-one
Dvornikova I.A., Frolova L.L., Churakov A.V., Kuchin A.V.
Russian Chemical Bulletin , 2004
15.
Synthesis of new enantiomeric 1,2-diamines containing a myrtenyl fragment
Dvornikova I.A., Frolova L.L., Kuchin A.V., Beletskaya I.P.
Russian Journal of Organic Chemistry , 2007
16.
Synthesis of 1,2-diamine ligands based on natural monoterpenoids
Dvornikova I.A., Buravlev E.V., Frolova L.L., Nelyubina Y.V., Chukicheva I.Y., Kuchin A.V.
Russian Journal of Organic Chemistry , 2011
17.
rcr_88_10_979_bib17
Dupont
2008
18.
The Potential of Palladacycles:  More Than Just Precatalysts
Dupont J., Consorti C.S., Spencer J.
Chemical Reviews , 2005
19.
Phosphapalladacycles: forms of existence and reactions
Dunina V.V., Gorunova O.N.
Russian Chemical Reviews , 2005
20.
Phosphapalladacycles: preparation routes
Dunina V.V., Gorunova O.N.
Russian Chemical Reviews , 2004
21.
Cyclopalladated complexes in enantioselective catalysis
Dunina V.V., Gorunova O.N., Zykov P.A., Kochetkov K.A.
Russian Chemical Reviews , 2011
22.
Palladacycles in catalysis - A critical survey
Beletskaya I.P., Cheprakov A.V.
Journal of Organometallic Chemistry , 2004
23.
rcr_88_10_979_bib23
Constable
1983
24.
rcr_88_10_979_bib24
Malik
2003
25.
Chiral heterocyclic ligands
Watson A.A., House D.A., Steel P.J.
Journal of Organometallic Chemistry , 1986
26.
rcr_88_10_979_bib26
Gur’eva
Zh. Gen. Chem , 2012
28.
New chiral cyclopalladated complexes based on the pinane and bornane imines
Kuchin A.V., Gur’eva Y.A., Frolova L.L., Alekseev I.N., Zalevskaya O.A.
Russian Chemical Bulletin , 2013
29.
Stereoselective cyclopalladation of 2,3-camphorquinone 3-diphenylmethylimine
Gur’eva Y.A., Zalevskaya O.A., Alekseev I.N., Frolova L.L., Slepukhin P.A., Kuchin A.V.
Russian Chemical Bulletin , 2014
30.
Catalytic properties of chiral terpenoid CN-palladacycle in the C—C bond forming reactions
Bulygina L.A., Khrushcheva N.S., Gur´eva Y.A., Kutchin A.V., Sokolov V.I.
Russian Chemical Bulletin , 2015
32.
A new enantiopure d-camphor-derived palladacycle
Dickmu G.C., Stahl L., Smoliakova I.P.
Journal of Organometallic Chemistry , 2014
33.
Chiral imines and amines based on 2-hydroxypinan-3-one
Gur’eva Y.A., Zalevskaya O.A., Frolova L.L., Alekseev I.N., Kuchin A.V.
Chemistry of Natural Compounds , 2011
34.
rcr_88_10_979_bib34
Zalevskaya
Nat. Sci. , 2010
35.
New Optically Active CN-Palladacycles Based on 2α-Hydroxypinan-3-One and Camphor Derivatives
Gur′eva Y.A., Zalevskaya O.A., Alekseev I.N., Frolova L.L., Slepukhin P.A., Kuchin A.V.
Chemistry of Natural Compounds , 2014
36.
trans-Dichlorobis{(1R,4S)-1,7,7-trimethyl-3-[(S)-α-methylbenzylimino]bicyclo[2.2.1]heptan-2-one-N}Palladium(II): Synthesis and structural examination
Zalevskaya O.A., Gur’eva Y.A., Frolova L.L., Alekseev I.N., Slepukhin P.A., Kuchin A.V.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2012
37.
rcr_88_10_979_bib37
Larionov
Ros. Khim. Zh. , 2004
38.
Metal complexes with new types of chiral ligands based on natural terpenes
Larionov S.V.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2012
39.
Complexes PdCl2 with optically active hybrid ligands built of α-pinene and β-alanine molecules
Kokina T.E., Glinskaya L.A., Marenin K.S., Korol’kov I.V., Naumov D.Y., Tkachev A.V., Larionov S.V.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2017
40.
Copper(II) and silver(I) complexes with chiral N-substituted aminoacetic acid derivatives containing the natural monoterpenes (+)-3-carene and (–)-α-pinene: Synthesis and structures
Kokina T.E., Agafontsev A.M., Marenin K.S., Glinskaya L.A., Sheludyakova L.A., Kurat’eva N.V., Plyusnin P.E., Rakhmanova M.I., Tkachev A.V., Larionov S.V.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2015
41.
Complexes of Pd(II) and Zn(II) chlorides with anthracene-containing α-amino oxime derived from the naturally occurring monoterpenoid (+)-3-carene
Larionov S.V., Kokina T.E., Myachina L.I., Glinskaya L.A., Rakhmanova M.I., Naumov D.Y., Tkachev A.V., Agafontsev A.M.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2015
42.
Synthesis, structure, and cytotoxicity of complexes of zinc(II), palladium(II), and copper(I) chlorides with (−)-camphor thiosemicarbazone
Kokina T.E., Glinskaya L.A., Sheludyakova L.A., Eremina Y.A., Klyushova L.S., Komarov V.Y., Piryazev D.A., Tkachev A.V., Larionov S.V.
Polyhedron , 2019
43.
Complexes of Cu(I) and Pd(II) with (+)-camphor and (–)-cavrone thiosemicarbazones: Synthesis, structure, and cytotoxicity of the Pd(II) complex
Kokina T.E., Sheludyakova L.A., Eremina Y.A., Vorontsova E.V., Glinskaya L.A., Piryazev D.A., Lider E.V., Tkachev A.V., Larionov S.V.
Russian Journal of General Chemistry , 2017
44.
Copper(II) Complexes with Chiral Ligands Containing Fragments of Monoterpenoids and Amino Acid Esters
Bryleva Y.A., Glinskaya L.A., Marenin K.S., Bogomyakov A.S., Piryazev D.A., Tkachev A.V., Larionov S.V.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2018
45.
Structure and photoluminescence of Zn(II) and Сd(II) complexes with chiral bis-pyridine containing fragments of natural (–)-α-pinene
Kokina T.E., Glinskaya L.A., Vasiliev E.S., Rakhmanova M.I., Makarova S.V., Piryazev D.A., Korol’kov I.V., Tkachev A.V., Larionov S.V.
Journal of Structural Chemistry , 2017
46.
Structure of [Pd2(H2L1)Cl4] and [Pd2(H2L1)Cl4]•0.5CH2Cl2 compounds with chiral bis-α-sulfanyl oxime, a derivative of natural monoterpenoid (+)-3-carene (H2l1)
Kokina T.E., Glinskaya L.A., Gorshkov N.B., Kuratieva N.V., Korol’kov I.V., Tkachev A.V., Larionov S.V.
Journal of Structural Chemistry , 2015
47.
Complexes of PdCl2 with chiral oximes of α-(o-anisidino)caranone and α-(o-anisidino)pinanone: synthesis and crystal structures
Kokina T.E., Glinskaya L.A., Agafontsev A.M., Artimonova E.V., Sheludyakova L.A., Korol’kov I.V., Tkachev A.V., Larionov S.V.
Russian Chemical Bulletin , 2013
48.
Synthesis and structure of palladium(II) and copper(II) complexes with chiral bis-α-aminooximes containing (+)-3-carene or (+)-limonene fragments and 4,4′-methylenedianiline linker. Crystal structure of the complex [Cu(i-PrOH)Cl2(μ-H2L3)CuCl2·H2O]
Kokina T.E., Tkachev A.V., Myachina L.I., Bizyaev S.N., Sheludyakova L.A., Glinskaya L.A., Korol’kov I.V., Boguslavskii E.G., Larionov S.V.
Russian Journal of General Chemistry , 2013
49.
Ln(iii) complexes (Ln = Eu, Gd, Tb, Dy) with a chiral ligand containing 1,10-phenanthroline and (–)-menthol fragments: synthesis, structure, magnetic properties and photoluminescence
Larionov S.V., Bryleva Y.A., Glinskaya L.A., Plyusnin V.F., Kupryakov A.S., Agafontsev A.M., Tkachev A.V., Bogomyakov A.S., Piryazev D.A., Korolkov I.V.
Dalton Transactions , 2017
50.
Chiral zinc(II) and cadmium(II) complexes with a dihydrophenanthroline ligand bearing (–)-α-pinene fragments: Synthesis, crystal structures and photophysical properties
Kokina T.E., Glinskaya L.A., Tkachev A.V., Plyusnin V.F., Tsoy Y.V., Bagryanskaya I.Y., Vasilyev E.S., Piryazev D.A., Sheludyakova L.A., Larionov S.V.
Polyhedron , 2016
51.
Synthesis and structures of CuI,II complexes with a 2,2´-bipyridine derivative bearing a (+)-3-carene moiety
Kokina T.E., Glinskaya L.A., Piryazev D.A., Baranov A.Y., Agafontsev A.M., Eremina Y.A., Vorontsova E.V., Bogomyakov A.S., Naumov D.Y., Tkachev A.V., Larionov S.V.
Russian Chemical Bulletin , 2018
52.
Binuclear Pd(II) complexes with chiral ethylenediaminodioxime (H2L) and bis-α-thiooxime (H2L1), the derivative of monoterpenoid(+)-3-carene. Crystal structures of [Pd2(H2L)Cl4] and [Pd2(H2L1)Cl4] · 3CDCl3
Kokina T.E., Myachina L.I., Glinskaya L.A., Tkachev A.V., Klevtsova R.F., Sheludyakova L.A., Bizyaev S.N., Agafontsev A.M., Gorshkov N.B., Larionov S.V.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2008
53.
Synthesis of binuclear complexes of PdCl2 with chiral α,α′-diamino-meta-xylene dioximes H2L1, H2L2, and H2L3, the derivatives of the terpenes (+)-3-carene, (R)-(+)-limonene, and (S)-(−)-α-pinene. Crystal structure of [Pd2(H2L1)Cl4]
Larionov S.V., Tkachev A.V., Myachina L.I., Savel’eva Z.A., Glinskaya L.A., Klevtsova R.F., Agafontsev A.M., Bizyaev S.N.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2009
55.
Synthesis and structure of Cu(II) and Pd(II) coordination compounds with chiral α-thiooxime, a derivative of natural terpenoid (−)-α-pinene
Kokina T.E., Klevtsova R.F., Glinskaya L.A., Agafontsev A.M., Tkachev A.V., Larionov S.V.
Russian Journal of Inorganic Chemistry , 2008
56.
Synthesis and properties of Cu(II) and Pd(ii) complexes with chiral bis-α-sulfanyl oxymes, the derivatives of natural monoterpene, α-pinene
Kokina T.E., Sheludyakova L.A., Tkachev A.V., Boguslavskii E.G., Agafontsev A.M., Gorshkov N.B., Larionov S.V.
Russian Journal of General Chemistry , 2011
57.
Synthesis, Crystal and Molecular Structures, and Properties of Optically Active Copper(II) Complexes with 3-N,N-Dimethylaminocaran-4-one-oxime
Larionov S.V., Myachina L.I., Romanenko G.V., Tkachev A.V., Sheludyakova L.A., Ikorskii V.N., Boguslavskii E.G.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2001
58.
rcr_88_10_979_bib58
Larionov
Russ. J. Inorg. Chem. , 2005
59.
Cu(II) Complexes with Optically Active α-Alkylamino Oximes of Caryophyllene Type: Synthesis, Structure, and Properties
Myachina L.I., Tkachev A.V., Romanenko G.V., Sheludyakova L.A., Boguslavskii E.G., Larionov S.V.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2003
60.
Synthesis of solvates of the copper(II) complex with chiral caryophyllane-type morpholino oxime (HL). Structure of Cu(HL)Cl2 · CHCl3
Larionov S.V., Myachina L.I., Glinskaya L.A., Klevtsova R.F., Boguslavskii E.G., Agafontsev A.M., Tkachev A.V.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2010
61.
Synthesis and structure of copper(II) complexes with diaminodioxime (H2L), a derivative of the monoterpenoid (+)-3-carene
Larionov S.V., Myachina L.I., Sheludyakova L.A., Boguslasvskii E.G., Tkachev A.V., Bizyaev S.N.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2004
62.
Cu(II) complexes with chiral ethylenediaminodioxime and propylenediaminodioxime, the derivatives of monoterpenoid α-pinene: Synthesis and structures
Larionov S.V., Savel’eva Z.A., Glinskaya L.A., Klevtsova R.F., Sheludyakova L.A., Bizyaev S.N., Tkachev A.V.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2006
63.
Complexes [Cu(H2L)](NO3)2 and [Cu(H2L)Cl]2[CuCl2]Cl · 0.5H2O (H2L is chiral bis(menthane) propylenediaminodioxime): Synthesis and structure
Savel’eva Z.A., Klevtsova R.F., Glinskaya L.A., Ikorskii V.N., Bizyaev S.N., Tkachev A.V., Larionov S.V.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2006
64.
Nickel(II) and copper(II) complexes with chiral bis-α-thiooxime, the derivative of natural terpenoid (+)-3-carene: Synthesis and structures
Larionov S.V., Kokina T.E., Agafontsev A.M., Gorshkov N.B., Tkachev A.V., Klevtsova R.F., Glinskaya L.A.
Russian Journal of Coordination Chemistry/Koordinatsionnaya Khimiya , 2007
65.
Synthesis and properties of copper(II) complexes with a chiral dioxatetraazamacrocyclic ligand based on a natural monoterpene, (+)-3-carene
Larionov S.V., Myachina L.I., Sheludyakova L.A., Boguslavskii E.G., Bizyaev S.N., Tkachev A.V.
Russian Journal of Inorganic Chemistry , 2007
66.
Synthesis and properties of ZnII and CdII complexes with chiral N-derivatives of aminoacetic acid based on natural monoterpenes (+)-3-carene and (−)-α-pinene. Crystal structure of coordination polymer [Zn(HL)Cl·2H2O] n
Larionov S.V., Kokina T.E., Agafontsev A.M., Marenin K.S., Glinskaya L.A., Korol’kov I.V., Rakhmanova M.I., Uskov E.M., Plyusnin P.E., Tkachev A.V.
Russian Chemical Bulletin , 2011
67.
Chiral palladium complexes with monoterpenoids oximes
Gur’eva Y.A., Zalevskaya O.A., Frolova L.L., Alekseev I.N., Slepukhin P.A., Kuchin A.V.
Russian Journal of General Chemistry , 2014
69.
Stereoselective synthesis of octahedral complexes with predetermined helical chirality
Hayoz P., Von Zelewsky A., Stoeckli-Evans H.
Journal of the American Chemical Society , 1993
70.
rcr_88_10_979_bib70
von Zelewsky
2000
72.
Molecular Architecture of Polynuclear Ruthenium Bipyridyl Complexes with Controlled Metal Helicity
Fletcher N.C., Keene F.R., Viebrock H., von Zelewsky A.
Inorganic Chemistry , 1997
73.
Chiral Induction in Self-Assembled Helicates:  CHIRAGEN Type Ligands with Ferrocene Bridging Units
Quinodoz B., Labat G., Stoeckli-Evans H., von Zelewsky A.
Inorganic Chemistry , 2004
74.
Helicates of Chiragen-Type Ligands and Their Aptitude for Chiral Self-Recognition
Mamula O., von Zelewsky A., Brodard P., Schläpfer C., Bernardinelli G., Stoeckli-Evans H.
Chemistry - A European Journal , 2005
75.
Self-assembly of Ag(I) helicates with new enantiopure 5,6-Chiragen type ligands
Mamula O., Bark T., Quinodoz B., Stoeckli-Evans H., von Zelewsky A.
Inorganica Chimica Acta , 2018
76.
Stereoselective synthesis of coordination compounds
von Zelewsky A.
Coordination Chemistry Reviews , 1999
79.
rcr_88_10_979_bib79
Drahonovsky
2006
80.
A Trinuclear EuIII Array within a Diastereoselectively Self-Assembled Helix Formed by Chiral Bipyridine-Carboxylate Ligands
Mamula O., Lama M., Telfer S.G., Nakamura A., Kuroda R., Stoeckli-Evans H., Scopelitti R.
Angewandte Chemie - International Edition , 2005
81.
Switchable Chiral Architectures Containing PrIII Ions: An Example of Solvent-Induced Adaptive Behavior
Mamula O., Lama M., Stoeckli-Evans H., Shova S.
Angewandte Chemie - International Edition , 2006
82.
Lanthanide Class of a Trinuclear Enantiopure Helical Architecture Containing Chiral Ligands: Synthesis, Structure, and Properties
Lama M., Mamula O., Kottas G., Rizzo F., De Cola L., Nakamura A., Kuroda R., Stoeckli-Evans H.
Chemistry - A European Journal , 2007
84.
rcr_88_10_979_bib84
Yang
2005
85.
Stereoselective synthesis of cyclometalated iridium(III) complexes: Characterization and photophysical properties
Yang L., Zelewsky A.V., Nguyen H.P., Muller G., Labat G., Stoeckli-Evans H.
Inorganica Chimica Acta , 2009
86.
rcr_88_10_979_bib86
Yeung
2011
88.
rcr_88_10_979_bib88
Tsang
2009
92.
Chiral pyridine-containing ligands in asymmetric catalysis
KWONG H., YEUNG H., YEUNG C., LEE W., LEE C., WONG W.
Coordination Chemistry Reviews , 2007
94.
Chiral pyridine N-oxides: useful ligands for asymmetric catalysis
Chelucci G., Murineddu G., Pinna G.A.
Tetrahedron Asymmetry , 2004
96.
Asymmetric synthesis: From transition metals to organocatalysis
Kočovský P., Malkov A.V.
Pure and Applied Chemistry , 2008
100.
Synthesis of C2-symmetrical diamine based on (1R)-(+)-camphor and application to oxidative aryl coupling of naphthols
Caselli A., Giovenzana G.B., Palmisano G., Sisti M., Pilati T.
Tetrahedron Asymmetry , 2003
105.
rcr_88_10_979_bib105
Bottari
2011
112.
rcr_88_10_979_bib112
Kwong
2006
117.
Nonlinear effects in asymmetric synthesis. Examples in asymmetric oxidations and aldolization reactions
Puchot C., Samuel O., Dunach E., Zhao S., Agami C., Kagan H.B.
Journal of the American Chemical Society , 1986
118.
Nonlinear Effects in Asymmetric Catalysis
Guillaneux D., Zhao S., Samuel O., Rainford D., Kagan H.B.
Journal of the American Chemical Society , 1994
119.
Kinetic Aspects of Nonlinear Effects in Asymmetric Catalysis
Blackmond D.G.
Accounts of Chemical Research , 2000
129.
An Efficient Diphosphine/Hybrid-Amine Combination for Ruthenium(II)-Catalyzed Asymmetric Hydrogenation of Aryl Ketones
Li Y., Zhou Y., Shi Q., Ding K., Noyori R., Sandoval C.A.
Advanced Synthesis and Catalysis , 2011
132.
Asymmetric transfer hydrogenation: chiral ligands and applications
Gladiali S., Alberico E.
Chemical Society Reviews , 2006
133.
Mechanistic aspects of transition metal-catalyzed hydrogen transfer reactions
Samec J.S., Bäckvall J., Andersson P.G., Brandt P.
Chemical Society Reviews , 2006
136.
Enantioselective transfer hydrogenation catalyzed by iridium(I) complexes with nitrogen donor ligands
Zassinovich G., del Bianco C., Mestroni G.
Journal of Organometallic Chemistry , 1981
137.
Optically active nitrogen ligans
Botteghi C., Chelucci C., Chessa G., Delogu G., Gladiali S., Soccolini F.
Journal of Organometallic Chemistry , 1986
138.
Synthesis of chiral bifunctional ligands based on α-pinene and their use in ruthenium catalyzed asymmetric transfer hydrogenation
Elalami M.S., Dahdouh A.A., Mansour A.I., ElAmrani M.A., Suisse I., Mortreux A., Agbossou-Niedercorn F.
Comptes Rendus Chimie , 2009
139.
Heterogeneous and homogeneous asymmetric electrocatalytic hydrogenation with rhodium(III) complexes containing chiral polypyridyl ligands
Moutet J., Yao Cho L., Duboc-Toia C., Me´nage S., Riesgo E.C., Thummel R.P.
New Journal of Chemistry , 1999
141.
Asymmetrische katalysen: XLVI. Enantioselektive Hydrosilylierung von Ketonen mit [Rh(COD)Cl]2 und optisch aktiven Stickstoff-Liganden
Botteghi C., Schionato A., Chelucci G., Brunner H., Kürzinger A., Obermann U.
Journal of Organometallic Chemistry , 1989
143.
Recent Advances in the Catalytic Asymmetric Nitroaldol (Henry) Reaction
Palomo C., Oiarbide M., Laso A.
European Journal of Organic Chemistry , 2007
146.
Enantioselective addition of nitromethane to α-keto esters catalyzed by copper(ii)–iminopyridine complexes
Blay G., Hernández-Olmos V., Pedro J.R.
Organic and Biomolecular Chemistry , 2008
150.
rcr_88_10_979_bib150
Blay
2011
151.
Enantioselective copper-aminopyridine-catalyzed aza-Henry reaction with chelating N-(2-pyridyl)sulfonyl imines
Blay G., Escamilla A., Hernández-Olmos V., Pedro J.R., Sanz-Marco A.
Chirality , 2012
153.
rcr_88_10_979_bib153
Hashimoto
1979
154.
rcr_88_10_979_bib154
Quimpere
1987
155.
Chiral induction in the cyclocondensation of aldehydes with siloxydienes
Bednarski M., Maring C., Danishefsky S.
Tetrahedron Letters , 1983
159.
Structure of an adduct of a chiral lanthanide nuclear magnetic resonance shift reagent
Cunningham J.A., Sievers R.E.
Journal of the American Chemical Society , 1975
160.
Imino−Rhodium(III) and −Ruthenium(II) Compounds with Stereogenic Metal Centers
Carmona D., Vega C., Lahoz F.J., Elipe S., Oro L.A., Lamata M.P., Viguri F., García-Correas R., Cativiela C., López-Ram de Víu M.P.
Organometallics , 1999
162.
Stereoselective Cyclopropanation Reactions
Lebel H., Marcoux J., Molinaro C., Charette A.B.
Chemical Reviews , 2003
164.
rcr_88_10_979_bib164
Matlin
1984
173.
rcr_88_10_979_bib173
Yeung
2007
174.
Catalytic and asymmetric cyclopropanation of alkenes catalysed by rhenium(i) bipyridine and terpyridine tricarbonyl complexes
Yeung C., Teng P., Yeung H., Wong W., Kwong H.
Organic and Biomolecular Chemistry , 2007
177.
Enantioselective catalytic cyclopropanation of styrenes by copper complexes with chiral pinene-[5,6]-bipyridine ligands
Lötscher D., Rupprecht S., Stoeckli-Evans H., von Zelewsky A.
Tetrahedron Asymmetry , 2000
180.
Chiral thienylpyridines as N–S ligands for asymmetric catalysis
Chelucci G., Muroni D., Saba A., Soccolini F.
Journal of Molecular Catalysis A Chemical , 2003
181.
Asymmetric homogeneous hydrogenation with rhodium(I) complexes of chiral phosphines
Morrison J.D., Burnett R.E., Aguiar A.M., Morrow C.J., Phillips C.
Journal of the American Chemical Society , 1971
182.
Chiral aminophosphine—rhodium complexes as catalysts for asymmetric hydrogenation of olefins
Fiorini M., Marcati F., Giongo G.M.
Journal of Molecular Catalysis , 1978
183.
Silica-supported chiral rhodium complexes for asymmetric hydrogenation
Kinting A., Krause H., Čapka M.
Journal of Molecular Catalysis , 1985
184.
New P,N Ligands for Asymmetric Ir-Catalyzed Reactions
Bunlaksananusorn T., Polborn K., Knochel P.
Angewandte Chemie - International Edition , 2003
188.
Metal-Catalyzed Epoxidations of Alkenes with Hydrogen Peroxide
Lane B.S., Burgess K.
Chemical Reviews , 2003
189.
Advances in Homogeneous and Heterogeneous Catalytic Asymmetric Epoxidation
Xia Q.-., Ge H.-., Ye C.-., Liu Z.-., Su K.-.
Chemical Reviews , 2005
190.
rcr_88_10_979_bib190
Fung
1995
191.
rcr_88_10_979_bib191
Gomez
2007
192.
The Mechanistic Basis for Electronic Effects on Enantioselectivity in the (salen)Mn(III)-Catalyzed Epoxidation Reaction
Palucki M., Finney N.S., Pospisil P.J., Güler M.L., Ishida T., Jacobsen E.N.
Journal of the American Chemical Society , 1998
196.
rcr_88_10_979_bib196
Bellemin-Laponnaz
2000
197.
New Synthetic Routes toward Enantiopure Nitrogen Donor Ligands
Sala X., Rodríguez A.M., Rodríguez M., Romero I., Parella T., von Zelewsky A., Llobet A., Benet-Buchholz J.
Journal of Organic Chemistry , 2006
198.
rcr_88_10_979_bib198
Yeung
2008
199.
New chiral bidentate ligands containing thiazolyl and pyridyl donors for copper-catalyzed asymmetric allylic oxidation of cyclohexene
Teng P., Tsang C., Yeung H., Wong W., Kwong H., Williams I.D.
Journal of Organometallic Chemistry , 2006
201.
Synthesis of New Chiral 2,2‘-Bipyridine Ligands and Their Application in Copper-Catalyzed Asymmetric Allylic Oxidation and Cyclopropanation
Malkov A.V., Pernazza D., Bell M., Bella M., Massa A., Teplý F., Meghani P., Kočovský P.
Journal of Organic Chemistry , 2003
206.
New pinene-derived pyridines as bidentate chiral ligands
Malkov A.V., Stewart-Liddon A.J., Teplý F., Kobr L., Muir K.W., Haigh D., Kočovský P.
Tetrahedron , 2008
207.
rcr_88_10_979_bib207
Ashikhmina
Izv. Vuzov. Khim. Khim. Technol. , 2008
208.
Asymmetric sulfoxidation of phenacyl phenyl sulfide using chiral vanadium(IV) complexes
Ashikhmina E.V., Rubtsova S.A., Dvornikova I.A., Kuchin A.V.
Russian Journal of Organic Chemistry , 2009
209.
rcr_88_10_979_bib209
Kuchin
Khim. Rastit. Syr’ya , 2009
210.
Synthesis of new chiral schiff bases from (+)-3-carene and their use in asymmetric oxidation of sulfides catalyzed by metal complexes
Koneva E.A., Volcho K.P., Korchagina D.V., Salakhutdinov N.F., Tolstikov A.G.
Russian Journal of Organic Chemistry , 2009
211.
New chiral Schiff bases derived from (+)- and (−)-α-pinenes in the metal complex catalyzed asymmetric oxidation of sulfides
Koneva E.A., Volcho K.P., Korchagina D.V., Komarova N.I., Kochnev A.I., Salakhutdinov N.F., Tolstikov A.G.
Russian Chemical Bulletin , 2008
212.
New chiral ligands from myrtenal and caryophyllene for asymmetric oxydation of sulfides catalyzed by metal complexes
Khomenko T.M., Salomatina O.V., Kurbakova S.Y., Il’ina I.V., Volcho K.P., Komarova N.I., Korchagina D.V., Salakhutdinov N.F., Tolstikov A.G.
Russian Journal of Organic Chemistry , 2006
213.
Chiral schiff bases synthesized from terpenes of pinane series in asymmetric metall complex oxidation of sulfides
Il’ina I.V., Koneva E.A., Korchagina D.V., Sal’nikov G.E., Genaev A.M., Volcho K.P., Salakhutdinov N.F.
Russian Journal of Organic Chemistry , 2012
215.
Synthesis of optically active omeprazole by catalysis with vanadyl complexes with chiral Schiff bases
Koneva E.A., Khomenko T.M., Kurbakova S.Y., Komarova N.I., Korchagina D.V., Volcho K.P., Salakhutdinov N.F., Tolstikov A.G., Tolstikov G.A.
Russian Chemical Bulletin , 2008
216.
Asymmetric synthesis of esomeprazole
Cotton H., Elebring T., Larsson M., Li L., Sörensen H., von Unge S.
Tetrahedron Asymmetry , 2000
217.
An efficient asymmetric oxidation of sulfides to sulfoxides
Pitchen P., Dunach E., Deshmukh M.N., Kagan H.B.
Journal of the American Chemical Society , 1984
219.
rcr_88_10_979_bib219
Baile
Int. J. Pharma Res. Rev. , 2015
221.
Review: recent advances and future development of metal complexes as anticancer agents
Jia P., Ouyang R., Cao P., Tong X., Zhou X., Lei T., Zhao Y., Guo N., Chang H., Miao Y., Zhou S.
Journal of Coordination Chemistry , 2017
223.
Platinum Compounds: a New Class of Potent Antitumour Agents
ROSENBERG B., VANCAMP L., TROSKO J.E., MANSOUR V.H.
Nature , 1969
226.
Insight into the cytotoxicity of polynuclear Cu(I) camphor complexes
Fernandes T.A., Mendes F., Roseiro A.P., Santos I., Carvalho M.F.
Polyhedron , 2015
227.
Dibrominated camphoric acid derived salen complexes: Synthesis, characterization and cytotoxic activity
Silva Serra M.E., Murtinho D., da Rocha Z.N., Pires A.S., Baptista J.G., Abrantes A.M., Laranjo M., Casalta-Lopes J.E., Botelho M.F., Pais A.A., Nunes S.C., Burrows H.D., Costa T.
Polyhedron , 2017
228.
CHOUDHARY A., SHARMA R., NAGAR M., MOHSIN M., MEENA H.S.
Journal of the Chilean Chemical Society , 2012