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

Publication Date

September 2018

Document Type

Article

Publication Title

European Journal of Organic Chemistry

DOI

10.1002/ejoc.201800922

First Page

5397

Last Page

5405

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′‐biphenanthrene‐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.

Keywords

Helicenes, Atropisomers, Photophysical properties, Luminescence

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