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ArticlesNo Access

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

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

Corresponding author, fax: +7 (495)-952-5308.

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,

Andrey S. Kuzovlev

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

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,

Evgeny S. Belyaev

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

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,

Gelii V. Ponomarev

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

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,

Oskar I. Koifman

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

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, and

Aslan Yu. Tsivadze

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

SPP full member in good standing.

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https://doi.org/10.1142/S108842461350123XCited by:12 (Source: Crossref)

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.

Dedicated to Professor Aslan Tsivadze on the occasion of his 70th birthday

Keywords:

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Vol. 18, No. 01n02

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History

Received 20 October 2013

Accepted 21 November 2013

Keywords