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对映体纯的5,13-二氰基-9-氧杂[7]螺烯:合成与研究

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

作者信息

Gupta Riddhi, Cabreros Trevor A, Muller Gilles, Bedekar Ashutosh V

机构信息

Department of Chemistry, Faculty of Science, The Maharaja Sayajirao University of Baroda, Vadodara 390 002, INDIA.

Department of Chemistry, San José State University, One Washington Square, San José, California 95192-0101, USA.

出版信息

European J Org Chem. 2018 Oct 24;2018(39):5397-5405. doi: 10.1002/ejoc.201800922. Epub 2018 Sep 15.

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.

摘要

已制备出光学纯的二氰基氧杂[7]螺旋烯及类螺旋烯分子,并对其光学行为进行了研究。中间体4,4'-联苯并菲-3,3'-二醇的异构体通过物理分离其碳酸1-薄荷酯衍生物得以拆分。在这项工作中,开发了一种温和的方法,可在氰基存在下裂解芳基甲醚。观察到阻转异构二醇、类螺旋烯化合物及氧杂[7]螺旋烯的旋光性呈递增顺序,同时这些分子对圆偏振发光也表现出良好的响应。

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