Phthalocyanines and related compounds: XLII. Synthesis of phenyl-substituted tetraazachlorins and tetraazabacteriochlorins
作者： E. A. Makarova , E. V. Dzyuina , E. A. Luk’yanets
DOI: 10.1134/S1070363206070280
关键词: Proton NMR 、 Chloride 、 Phthalonitrile 、 Chemistry 、 Nickel 、 Mass spectrum 、 Absorption (chemistry) 、 Condensation 、 Polymer chemistry 、 Organic chemistry 、 Lithium
摘要: New oxidation-resistant hexaphenyl-substituted tetramethyltetraazachlorin, its nickel complex, and tetraphenyl-substituted octamethyltetraazabacteriochlorin octamethyltetraazaisobacteriochlorin complexes were synthesized for the first time by mixed condensation of diphenylm aleonitrile with tetramethylsuccinonitrile in presence lithium dimethylaminoethoxide or chloride. The products characterized electronic absorption, 1H NMR, mass spectra. Mixed diphenylsuccinonitrile phthalonitrile chloride was found to give phenylsubstituted benzo-fused tetraazaporphyrins rather than their hydrogenated derivatives.
springer.com
sci-hub.se 参考文章(11)
E. A. Makarova, G. V. Koroleva, E. A. Luk'yanets, Triarenotetraazachlorins: A New Class of Dyes of the Near-IR Range Russian Journal of General Chemistry. ,vol. 71, pp. 821- 822 ,(2001) , 10.1023/A:1012398427529
Gustav Heller, Helmut Herrmann, Gerhard Spielmeyer, Bernsteinsäurederivate aus Acylbenzylcyaniden Journal Fur Praktische Chemie-chemiker-zeitung. ,vol. 120, pp. 193- 198 ,(1928) , 10.1002/PRAC.19281200115
J. A. Elvidge, R. P. Linstead, Conjugated macrocycles. Part XXVII. The formation of tetrazaporphins from imidines. Tribenzotetrazaporphin Journal of The Chemical Society (resumed). pp. 3536- 3544 ,(1955) , 10.1039/JR9550003536
Elena A. Makarova, Takamitsu Fukuda, Evgeny A. Luk?yanets, Nagao Kobayashi, Synthesis, spectroscopic, and electrochemical studies of 1,2-naphthalene-ring-fused tetraazachlorins, -bacteriochlorins, and -isobacteriochlorins: the separation and characterization of structural isomers. Chemistry: A European Journal. ,vol. 11, pp. 1235- 1250 ,(2005) , 10.1002/CHEM.200400845
V. F. Donyagina, E. I. Kovshev, E. A. Luk”yanets, Phthalocyanines and related compounds: XLI. Synthesis of 9,10-diphenylanthracene-2,3-dicarboxylic acid derivatives Russian Journal of General Chemistry. ,vol. 76, pp. 654- 658 ,(2006) , 10.1134/S107036320604027X
Hideya Miwa, Elena A. Makarova, Kazuyuki Ishii, Evgeny A. Luk'yanets, Nagao Kobayashi, Spectroscopy, Electrochemistry, and Molecular Orbital Calculations of Metal‐Free Tetraazaporphyrin, ‐chlorin, ‐bacteriochlorin, and ‐isobacteriochlorin Chemistry: A European Journal. ,vol. 8, pp. 1082- 1090 ,(2002) , 10.1002/1521-3765(20020301)8:5<1082::AID-CHEM1082>3.0.CO;2-U
V.A. Kuzmitsky, E.A. Makarova, P.P. Pershukevich, I.K. Shushkevich, K.N. Solovyov, V.B. Tusov, Electronic structure and photophysics of the aza-analogues of hydroporphyrins Chemical Physics. ,vol. 298, pp. 1- 16 ,(2004) , 10.1016/J.CHEMPHYS.2003.10.039
Werner Barbe, Hans-Dieter Beckhaus, Hans-Jörg Lindner, Christoph Rüchardt, Substituenteneffekte auf die C ? C‐Bindungsstärke, 1. Struktur und Spannungsenthalpie tetrasubstituierter Bernsteinsäuredinitrile Chemische Berichte. ,vol. 116, pp. 1017- 1041 ,(1983) , 10.1002/CBER.19831160319
ELENA A. MAKAROVA, GALINA V. KOROLYOVA, OLEG L. TOK, EVGENY A. LUKYANETS, New synthesis of tetraazachlorins and tetraazabacteriochlorins by Diels–Alder reaction of tetraazaporphine Journal of Porphyrins and Phthalocyanines. ,vol. 4, pp. 525- 531 ,(2000) , 10.1002/1099-1409(200008)4:5<525::AID-JPP280>3.0.CO;2-B
Hideya Miwa, Kazuyuki Ishii, Nagao Kobayashi, Electronic structures of zinc and palladium tetraazaporphyrin derivatives controlled by fused benzo rings. Chemistry: A European Journal. ,vol. 10, pp. 4422- 4435 ,(2004) , 10.1002/CHEM.200400328