Application of the Suzuki reaction as the key step in the synthesis of a novel atropisomeric biphenyl derivative for use as a liquid crystal dopant

Cammidge, A. N. and Crepy, K. V. L. (2003) Application of the Suzuki reaction as the key step in the synthesis of a novel atropisomeric biphenyl derivative for use as a liquid crystal dopant. The Journal of Organic Chemistry, 68 (17). pp. 6832-6835.

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Abstract

A heavily functionalized atropisomeric biphenyl derivative (4), which is designed to possess a large lateral dipole moment, has been synthesized with use of a Suzuki coupling as the key step and resolved by chiral HPLC. The final coupling reaction is complicated by rapid hydrolytic deboronation of the sterically hindered, electron poor boronate 22. Rigorously anhydrous conditions are therefore necessary to achieve the coupling.

Item Type: Article
Faculty \ School: Faculty of Science > School of Chemistry
University of East Anglia > Faculty of Science > Research Groups > Synthetic Chemistry
Depositing User: Rachel Smith
Date Deposited: 09 May 2011 16:01
Last Modified: 31 Aug 2018 15:31
URI: https://ueaeprints.uea.ac.uk/id/eprint/30054
DOI: 10.1021/jo034652s

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