Attempts to find a solution to the problem of atropisomer interconversion in 1, 8-diarylnaphthalenes and 5, 6-diarylacenaphthenes

M Steele, M Watkinson, A Whiting

Index: Steele, Melanie; Watkinson, Michael; Whiting, Andrew Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 6 p. 588 - 598

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Citation Number: 21

Abstract

A series of sterically restricted 5, 6-diarylacenaphthenes 5, 11, 12, 13 and 14 have been prepared via Suzuki cross-couplings of the appropriate boronic acids with 5, 6- dibromoacenaphthene 3 in an attempt to prevent atropisomer interconversion in these systems. Attempts to further functionalise bis (p-methoxyphenyl) system 5 in the position ortho to the methyl ethers by Friedel–Crafts acylation or metallation were unsuccessful; ...

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