Functionalized Heptahelicene Bidentate Ligands and Chiral Building Blocks

Abstract Syntheses of functionalized heptahelicenes 11-13 disubstituted at positions 3 and 16 by hydroxymethyl or bromomethyl functions are described as a new series of bidentate ligands or chiral building blocks. Those functions are flexible enough and properly positioned for a possible chelate eff...

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Bibliographic Details
Published in:Synlett 2005-09, Vol.2005 (15), p.2337-2341
Main Authors: Gingras, Marc, Collet, Christine
Format: Article
Language:English
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Summary:Abstract Syntheses of functionalized heptahelicenes 11-13 disubstituted at positions 3 and 16 by hydroxymethyl or bromomethyl functions are described as a new series of bidentate ligands or chiral building blocks. Those functions are flexible enough and properly positioned for a possible chelate effect onto a metal center. Photocyclodehydrogenation, phase-transfer-catalyzed Wittig reaction, and use of THP groups for increasing solubility and further functional group transformations were key elements in this synthetic route.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2005-872666