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Enantiomerically Pure 5,13-Dicyano-9-oxa[7]helicene: Synthesis and Study.

ABSTRACT: Optically pure dicyano oxa[7]helicenes and helicene-like molecules have been prepared and investigated for their optical behavior. The isomers of the intermediate 4,4'-biphen-anthrene-3,3'-diol were resolved by physically separating their 1-menthyl carbonate derivatives. In this work a mild method was developed to cleave ArOMe in presence of a cyano group. The optical rotation of atropisomeric diol, helicenes-like compounds and the oxa[7]helicenes was observed to be in increasing order, while the molecules also showed good response to circularly polarized luminescence.

SUBMITTER: Gupta R

PROVIDER: S-EPMC6402497 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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Enantiomerically Pure 5,13-Dicyano-9-oxa[7]helicene: Synthesis and Study.

Gupta Riddhi R Cabreros Trevor A TA Muller Gilles G Bedekar Ashutosh V AV

European journal of organic chemistry 20180915 39

Optically pure dicyano oxa[7]helicenes and helicene-like molecules have been prepared and investigated for their optical behavior. The isomers of the intermediate 4,4'-biphen-anthrene-3,3'-diol were resolved by physically separating their 1-menthyl carbonate derivatives. In this work a mild method was developed to cleave ArOMe in presence of a cyano group. The optical rotation of atropisomeric diol, helicenes-like compounds and the oxa[7]helicenes was observed to be in increasing order, while th ...[more]

PMID: 30853851

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