Electronically Connected [n] Helicenes: Synthesis and Chiroptical Properties of Enantiomerically Pure (E)??1, 2??Di ([6] helicen??2??yl) ethenes

J Roose, S Achermann, O Dumele…

Index: Roose, Jesse; Achermann, Stefan; Dumele, Oliver; Diederich, Francois European Journal of Organic Chemistry, 2013 , # 16 p. 3223 - 3231

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Citation Number: 9

Abstract

Abstract We synthesized stilbenoid (E)-(P, P)-and (E)-(M, M)-[6] helicene dimers in enantiomerically pure form as part of a program aimed at the exploration of new strategies for the synthesis of large helicenes. The [2+ 2+ 2] cyclotrimerization of suitable triynes, reported by Starý and co-workers, was applied for the preparation of a racemic 2- hydroxymethylated [6] helicene precursor, which was conveniently resolved by HPLC on a ...