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Efficient Two‐Step Synthesis of Face‐to‐Face meso ‐Substituted Bis(corrole) Dyads
Author(s) -
El Ojaimi Maya,
Gros Claude P.,
Barbe JeanMichel
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700985
Subject(s) - corrole , chemistry , dibenzofuran , anthracene , yield (engineering) , linker , catalysis , ether , reaction conditions , organic chemistry , medicinal chemistry , combinatorial chemistry , materials science , computer science , metallurgy , operating system
The synthesis of face‐to‐face meso ‐substituted bis(corrole) systems was revisited. By using a new synthetic pathway, the reaction was generalized to any type of linker and the yield was considerably increased. The dyads were obtained in yields up to 20 % from a dialdehyde linker and dipyrromethane in a one‐step reaction. The best reaction conditions required a decreased amount of TFA catalyst (1.4 equiv.) and a large excess of dipyrromethane (up to 8 equiv). Under these conditions, four bis(corrole)s linked by 2,2′‐diphenyl ether, 9,9‐dimethylxanthene, anthracene, and dibenzofuran spacers were synthesized.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)