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Methods for the synthesis of meso-substituted tetrabenzoporphyrins

Nikolay Evgen'evich Galanin 1
Nikolay Evgen'evich Galanin
, 
Gennady Pavlovich Shaposhnikov 1
Gennady Pavlovich Shaposhnikov
, 
1 Ivanovo State University of Chemistry and Technology
Published 30 November 2012
Communication , Volume 82, Issue 5, 412-428
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Galanin N. E., Shaposhnikov G. P., Koifman O. I. Methods for the synthesis of meso-substituted tetrabenzoporphyrins // Russian Chemical Reviews. 2013. Vol. 82. No. 5. pp. 412-428.
GOST all authors (up to 50)
Galanin N. E., Shaposhnikov G. P., Koifman O. I. Methods for the synthesis of meso-substituted tetrabenzoporphyrins // Russian Chemical Reviews. 2013. Vol. 82. No. 5. pp. 412-428.
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TY - JOUR
DO - 10.1070/RC2013v082n05ABEH004317
UR - https://rcr.colab.ws/publications/10.1070/RC2013v082n05ABEH004317
TI - Methods for the synthesis of meso-substituted tetrabenzoporphyrins
T2 - Russian Chemical Reviews
AU - Galanin, Nikolay Evgen'evich
AU - Shaposhnikov, Gennady Pavlovich
AU - Koifman, Oskar Iosifovich
PY - 2013
DA - 2012/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 412-428
IS - 5
VL - 82
ER -
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@article{2013_Galanin,
author = {Nikolay Evgen'evich Galanin and Gennady Pavlovich Shaposhnikov and Oskar Iosifovich Koifman},
title = {Methods for the synthesis of meso-substituted tetrabenzoporphyrins},
journal = {Russian Chemical Reviews},
year = {2013},
volume = {82},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RC2013v082n05ABEH004317},
number = {5},
pages = {412--428},
doi = {10.1070/RC2013v082n05ABEH004317}
}
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Galanin, Nikolay Evgen'evich, et al. “Methods for the synthesis of meso-substituted tetrabenzoporphyrins.” Russian Chemical Reviews, vol. 82, no. 5, Nov. 2013, pp. 412-428. https://rcr.colab.ws/publications/10.1070/RC2013v082n05ABEH004317.
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Abstract

The currently known methods for the synthesis of meso-substituted tetrabenzoporphyrins of various structures are surveyed. Characteristic features of each method are demonstrated and comparative evaluation of the methods is given.

Bibliography — 104 references.

References

2.
197. Phthalocyanines and related compounds. Part XIX. Tetrabenzporphin, tetrabenzmonazaporphin and their metallic derivatives
Barrett P.A., Linstead R.P., Rundall F.G., Tuey G.A.
Journal of the Chemical Society (Resumed) , 1940
3.
3
M. F. Shostakovskii
"Prostye Vinilovye Efiry" (Vinyl Ethers) , 1952
4.
4
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1949
6.
Resonance enhancement of two-photon absorption in porphyrins
Drobizhev M., Karotki A., Kruk M., Rebane A.
Chemical Physics Letters , 2002
7.
Noninvasive imaging of the distribution in oxygen in tissue in vivo using near-infrared phosphors
Vinogradov S.A., Lo L.W., Jenkins W.T., Evans S.M., Koch C., Wilson D.F.
Biophysical Journal , 1996
8.
Synthesis and characterization of a carboranyl-tetrabenzoporphyrin
Ongayi O., Gottumukkala V., Fronczek F.R., Vicente M.G.
Bioorganic and Medicinal Chemistry Letters , 2005
9.
Oxygen Pressures in the Interstitial Space of Skeletal Muscle and Tumors in vivo
Wilson D.F., Lee W.M., Makonnen S., Apreleva S., Vinogradov S.A.
Advances in Experimental Medicine and Biology , 2008
10.
10
T. A. Kryukova
"Polyaro-graficheskii Analiz" (Polarographic Analysis) , 1959
11.
11
T. T. Bannister
Diss. Abstr. , 1959
13.
Protonated Sapphyrins. Highly Effective Phosphate Receptors
Král V., Furuta H., Shreder K., Lynch V., Sessler J.L.
Journal of the American Chemical Society , 1996
14.
Porphyrin and Tetrabenzoporphyrin Dendrimers:  Tunable Membrane-Impermeable Fluorescent pH Nanosensors
Finikova O., Galkin A., Rozhkov V., Cordero M., Hägerhäll C., Vinogradov S.
Journal of the American Chemical Society , 2003
16.
meso-Aryltetrabenzoporphyrins. Synthesis and properties
Galanin N.E., Kudrik E.V., Shaposhnikov G.P.
Russian Chemical Bulletin , 2008
17.
17
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1958
18.
18
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1951
20.
20
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1954
21.
21
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1958
22.
Formation of tetrabenzoporphine skeleton by the reactions of phthalimide with zinc carbonates
Ichimura K., Sakuragi M., Morii H., Yasuike M., Toba Y., Fukui M., Ohno O.
Inorganica Chimica Acta , 1991
23.
23
N. V. Vostrilova
Dokl. Akad. Nauk Uzbek. SSR , 1958
24.
Singlet oxygen generation by tetrabenzoporphyrins as photosensitizer
Yasuike M., Yamaoka T., Ohno O., Sakuragi M., Ichimura K.
Inorganica Chimica Acta , 1991
25.
Lanthanide Complexes of Acetylacetonate-Meso-Tetra-(1-Naphthyl)Tetrabenzoporphyrin
Guofa L., Tongshun S., Xizhang C., Xiaoxun L.
Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry , 1994
26.
26
B. Ya. Dain
1957
27.
27
A. A. Krasnovskii
Biofizika , 1956
28.
28
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1955
29.
29
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1951
31.
31
A. A. Krasnovskii
Biokhimiya , 1960
32.
32
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1952
33.
33
M. B. Neiman
"Issledovanie Mekhanizma Okisleniya Butana" (Research on the Mechanism of the Oxidation of Butane) , 1939
34.
4-Tetraphenyl-and 4-tetraphenoxy-substituted meso-tetraphenyltetrabenzoporphyrins. Synthesis and spectral properties
36.
Palladium catalyzed carbonylation of Br-substituted porphyrins
37.
37
L. M. Kosobutskaya
Dokl. Akad. Nauk SSSR , 1950
38.
38
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1956
39.
39
V. F. Gachkovskii
Biofizika , 1959
40.
40
A. A. Krasnovskii
Biofizika , 1960
41.
41
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1950
42.
42
L. K. Obukhova
Izv. Akad. Nauk SSSR, Otd. Khim. Nauk , 1960
43.
43
N. Bunge
Ber. Deutsch. Chem. Ges. , 1870
44.
44
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1953
45.
45
W. Hendrich
Roczniki Chemii , 1958
46.
46
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1955
47.
47
G. Oster
"Research in Photosynthesis" , 1957
48.
Porphyrin-based photosensitizers for use in photodynamic therapy
Sternberg E.D., Dolphin D., Brückner C.
Tetrahedron , 1998
49.
49
A. A. Krasnovskii
Biofizika , 1958
50.
A facile synthesis of the lowest homologues of meso‐tetraalkylporphyrin
Neya S., Funasaki N.
Journal of Heterocyclic Chemistry , 1997
52.
52
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1957
56.
56
T. Iasui
Bull. Chem. Soc. Japan. , 1935
57.
57
R. Livingston
"Research in Photosynthesis" , 1957
58.
58
N. E. Khomutov
1953
60.
60
A. N. Terenin
Optika i Spektrosk. , 1956
61.
61
A. N. Terenin
1959
62.
FORMATION OF PORPHYRINS FROM PYRROLE AND ALDEHYDES
Rothemund P.
Journal of the American Chemical Society , 1935
63.
Porphyrin Studies. III.1 The Structure of the Porphine2 Ring System
Rothemund P.
Journal of the American Chemical Society , 1939
64.
Mechanistic Investigations of Porphyrin Syntheses. I. Preliminary Studies on ms-Tetraphenylporphin
Adler A.D., Longo F.R., Shergalis W.
Journal of the American Chemical Society , 1964
65.
A mechanistic study of the synthesis of meso‐tetraphenylporphin
Adler A.D., Sklar L., Longo F.R., Finarelli J.D., Finarelli M.G.
Journal of Heterocyclic Chemistry , 1968
66.
A simplified synthesis for meso-tetraphenylporphine
Adler A.D., Longo F.R., Finarelli J.D., Goldmacher J., Assour J., Korsakoff L.
Journal of Organic Chemistry , 1967
67.
Synthesis of tetraphenylporphyrins under very mild conditions
Lindsey J.S., Hsu H.C., Schreiman I.C.
Tetrahedron Letters , 1986
68.
Rothemund and Adler-Longo reactions revisited: synthesis of tetraphenylporphyrins under equilibrium conditions
Lindsey J.S., Schreiman I.C., Hsu H.C., Kearney P.C., Marguerettaz A.M.
Journal of Organic Chemistry , 1987
70.
Pyrromethanes and Porphyrins Therefrom1
Arsenault G.P., Bullock E., MacDonald S.F.
Journal of the American Chemical Society , 1960
71.
A new synthesis of pyrroles from nitroalkenes
Barton D.H., Zard S.Z.
Journal of the Chemical Society Chemical Communications , 1985
72.
A useful synthesis of pyrroles from nitroolefins
H.R. Barton D., Kervagoret J., Zard S.Z.
Tetrahedron , 1990
74.
An expedient synthesis of substituted tetraaryltetrabenzoporphyrins
Finikova O., Cheprakov A., Beletskaya I., Vinogradov S.
Chemical Communications , 2001
75.
Novel Versatile Synthesis of Substituted Tetrabenzoporphyrins
Finikova O.S., Cheprakov A.V., Beletskaya I.P., Carroll P.J., Vinogradov S.A.
Journal of Organic Chemistry , 2003
76.
76
A. N. Terenin
"Fotokhimiya Krasitelei" (The Photochemistry of Dyes) , 1947
77.
A facile and reliable method for the synthesis of tetrabenzoporphyrin from 4,7-dihydroisoindole
Filatov M.A., Cheprakov A.V., Beletskaya I.P.
European Journal of Organic Chemistry , 2007
80.
Synthesis and structures of pyrroles fused with rigid bicyclic ring systems at β-positions†
Uno H., Ito S., Wada M., Watanabe H., Nagai M., Hayashi A., Murashima T., Ono N.
Journal of the Chemical Society Perkin Transactions 1 , 2000
81.
Synthesis of benzoporphyrins functionalized with octaester groups
Ito S., Uno H., Murashima T., Ono N.
Tetrahedron Letters , 2001
82.
82
G. P. Brin
Biokhimiya , 1957
83.
83
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1947
84.
84
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1947
89.
Methanofullerene-coated tetrabenzoporphyrin organic field-effect transistors
Shea P.B., Kanicki J., Cao Y., Ono N.
Applied Physics Letters , 2005
90.
Field-effect mobility of polycrystalline tetrabenzoporphyrin thin-film transistors
Shea P.B., Kanicki J., Ono N.
Journal of Applied Physics , 2005
91.
Solution-processed nickel tetrabenzoporphyrin thin-film transistors
Shea P.B., Kanicki J., Pattison L.R., Petroff P., Kawano M., Yamada H., Ono N.
Journal of Applied Physics , 2006
92.
Solution-processed polycrystalline copper tetrabenzoporphyrin thin-film transistors
Shea P.B., Pattison L.R., Kawano M., Chen C., Chen J., Petroff P., Martin D.C., Yamada H., Ono N., Kanicki J.
Synthetic Metals , 2007
93.
Polycrystalline tetrabenzoporphyrin organic field-effect transistors with nanostructured channels
Shea P.B., Chen C., Kanicki J., Pattison L.R., Petroff P., Yamada H., Ono N.
Applied Physics Letters , 2007
94.
Photocurrent generation by benzoporphyrin films prepared by a solution process
Yamada H., Kamio N., Ohishi A., Kawano M., Okujima T., Ono N.
Journal of Porphyrins and Phthalocyanines , 2009
97.
97
A. N. Terenin
Dokl. Akad. Nauk SSSR , 1952
98.
98
W. Franke
Chem. Zentr. , 1954
99.
99
V. V. Zolotarev
1938
100.
100
V. V. Zolotarev
Chem. Abs. , 1941
101.
101
M. F. Shostakovskii
Izv. Akad. Nauk SSSR, Otd. Khim. Nauk , 1960
102.
102
F. Fichter
Helv. Chim. Acta , 1922
104.
10.1002/1521-3765(20000804)6:15<2721::AID-CHEM2721>3.0.CO;2-Z
105.
First Synthesis ofmeso-Chlorinated Tetrabenzoporphyrins
Ito S., Phong L.T., Komatsu T., Igarashi N., Otsubo S., Sakai Y., Ohno A., Aramaki S., Tanaka Y., Uno H., Oba T., Hiratani K.
European Journal of Organic Chemistry , 2009