Enantiomerically Pure 5, 13‐Dicyano‐9‐oxa[7]helicene: Synthesis and Study. Issue 39 (12th October 2018)

• Record Type: Journal Article
• Authors: Gupta, Riddhi; Cabreros, Trevor A.; Muller, Gilles; Bedekar, Ashutosh V.
• Is Part Of: European journal of organic chemistry. Issue 39(2018)
• Page Start: 5397
• Page End: 5405
• Publication Date: 2018-10-12
• Subjects: Helicenes -- Atropisomers -- Photophysical properties -- Luminescence; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201800922
• Languages: English
• ISSNs: 1434-193X

Abstract

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. Abstract : Optically pure dicyano oxa[7]helicenes and helicene‐like molecules have been prepared and investigated for their optical behaviour. The compounds show good response for circularly polarized luminescence.