3-(2-Bromovinyl)chlorins: a new approach towards chlorophyll a modification-Reference-Cited by-同舟云学术

3-(2-Bromovinyl)chlorins: a new approach towards chlorophyll a modification

Published:2014-01 Issue:01n02 Volume:18 Page:123-128
ISSN:1088-4246
Container-title:Journal of Porphyrins and Phthalocyanines
language:en
Short-container-title:J. Porphyrins Phthalocyanines

Author:

Lonin Ivan S.¹,Kuzovlev Andrey S.¹,Belyaev Evgeny S.¹,Ponomarev Gelii V.²,Koifman Oskar I.³,Tsivadze Aslan Yu.¹

Affiliation:

1. A.N. Frumkin Institute of Physical Chemistry and Electrochemistry of the Russian Academy of Science, 31 Leninsky prosp., 199071 Moscow, Russia

2. Orekhovich Institute of Biomedical Chemistry of the Russian Academy of Medical Sciences, 10 Pogodinskaya st., 119121 Moscow, Russia

3. Ivanovo State University of Chemistry and Technology, 7 prospekt F. Engelsa, 153000 Ivanovo, Russia

Abstract

Regioselective bromination of methyl pyropheophorbide a at the C32-position of the terminal double bond has been carried out as a one-pot two-step addition/elimination process. The elimination occurs with 100% stereoselectivity and bromovinyl 4 has E-configuration of the C3-double bond. The reactivity of unsaturated bromide 4 has been evaluated in the series of the Pd -catalyzed coupling reactions.

Publisher

World Scientific Pub Co Pte Lt

Subject

General Chemistry

Link

https://www.worldscientific.com/doi/pdf/10.1142/S108842461350123X

Reference32 articles.

1. An artificial supramolecular photosynthetic unit

2. Synthetic Zinc and Magnesium Chlorin Aggregates as Models for Supramolecular Antenna Complexes in Chlorosomes of Green Photosynthetic Bacteria

3. Covalently linked pyropheophorbide dimers as models of the special pair in the photosynthetic reaction center

4. Self-aggregation of synthetic zinc chlorins with a chiral 1-hydroxyethyl group as a model for in vivo epimeric bacteriochlorophyll-c and d aggregates

5. Cyclic tetrapyrrole based molecules for dye-sensitized solar cells

Cited by 15 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Effect of perfluorination at the 3-ethyl group in chlorophyll-a derivatives on physical properties in solution;Journal of Fluorine Chemistry;2024-02

2. Synthesis of new porphyrinoid dyads linked with a butenyne bridge via the Sonogashira reaction;New Journal of Chemistry;2024

3. Substituted Methylenation at the 13 ² ‐Position of a Chlorophyll‐ a Derivative via Mixed Aldol Condensation, Optical Properties of the Synthetic Bacteriochlorophyll‐ d Analogs, and Self‐aggregation of Their Zinc Complexes ^†;Photochemistry and Photobiology;2022-02-28

4. Synthesis of chlorophyll-a derivative inserting an ethynylene group between the carboxylic acid moiety and chlorin π-skeleton and its photosensitizing efficiency in dye-sensitized solar cell;Journal of Photochemistry and Photobiology A: Chemistry;2022-02

5. Synthesis, dark and photoinduced cytotoxicity of 1-alkoxy-2-iodoethyl derivatives of chlorophyll a;Macroheterocycles;2022