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Synthesis of Chiral Bridled Porphyrins in their Two Enantiomeric Forms
Author(s) -
Fateeva Alexandra,
Pécaut Jacques,
Bayle PierreAlain,
Maldivi Pascale,
Dubois Lionel
Publication year - 2009
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.200900347
Subject(s) - chemistry , enantiomer , kinetic resolution , yield (engineering) , derivative (finance) , pyrrole , stereochemistry , resolution (logic) , combinatorial chemistry , chirality (physics) , enantioselective synthesis , organic chemistry , catalysis , chiral symmetry , materials science , artificial intelligence , computer science , economics , financial economics , metallurgy , nambu–jona lasinio model , physics , quantum mechanics , quark
We describe the synthesis of a new family of chiral bridled porphyrins. They were obtained by reaction between pyrrole and a chiral 2‐formylcyclohexanol derivative. Thanks to an enzymatic kinetic resolution method, these compounds were obtained in both enantiomeric forms. This resolution method allows easy synthesis of chiral precursors in high yield and on large scale. These new porphyrins exhibited an (αα)(αα) conformation and the less usual (αα)(ββ) one, depending of the bridle length.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)