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Enantiomerically Pure 5,13‐Dicyano‐9‐oxa[7]helicene: Synthesis and Study
Author(s) -
Gupta Riddhi,
Cabreros Trevor A.,
Muller Gilles,
Bedekar Ashutosh V.
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800922
Subject(s) - helicene , chemistry , molecule , diol , optical rotation , stereochemistry , luminescence , racemization , cleave , optically active , photochemistry , organic chemistry , physics , enzyme , optoelectronics
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.