A new general method for the synthesis of chiral triarylbismuthines based on the intramolecular coordination by a sulfonyl group

Abstract

Chiral triarylbismuthines 4 are synthesized by the sulfonyl-controlled selective iododearylation of 2, followed by reaction of the resulting iodobismuthine 3 with aryl Grignard reagents and are resolved into each pair of optical isomers; compounds 4 were readily converted into chiral bismuthines 5 of a more general type by nucleophilic substitution with aryllithium at the bismuth atom centre.