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Synthesis 2012(3): 393-398  
DOI: 10.1055/s-0031-1289667
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

The Synthesis of Highly Basic π-Extended Porphyrins by Palladium-Catalyzed Amination

Elena R. Ranyuk, Mikhail A. Filatov, Alexei D. Averin, Andrei V. Cheprakov*, Irina P. Beletskaya*
Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory, Moscow, 119991, Russian Federation
Fax: +7(495)9393618; e-Mail: avchep@elorg.chem.msu.ru; e-Mail: beletska@org.chem.msu.ru;
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Publication History

Received 6 October 2011
Publication Date:
04 January 2012 (online)

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Abstract

Recently synthesized tetrabenzoporphyrins and tetra­naphthoporphyrins with extended π-systems and bearing 4-bromo­phenyl substituents were subjected to palladium-catalyzed amination by primary and secondary amines. The yields of the tetra­amino derivatives were markedly dependent on the nature of amine reactant.

Key words

porphyrins - protonations - palladium - aminations - homogeneous catalysis

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