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

Enantiomerically Pure 5,13-Dicyano-9-oxa[7]helicene: Synthesis and Study.
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对映体纯 5,13-二氰基-9-氧杂[7]螺旋烯:合成和研究。

DOI:
10.1002/ejoc.201800922
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发表时间:
2018
影响因子:
2.8
通讯作者:
Bedekar,AshutoshV
Bedekar,AshutoshV
中科院分区:
化学3区
文献类型:
--
作者:
Gupta,Riddhi;Cabreros,TrevorA;Muller,Gilles;Bedekar,AshutoshV

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制备了光学纯的二氰基氧杂[7]螺烯和类螺烯分子,并研究了它们的光学行为。中间体4,4 ′-联菲-3,3 ′-二醇的异构体通过物理分离其碳酸1-薄荷酯衍生物来拆分。在这项工作中,开发了一种温和的方法来在氰基存在下切割ArOMe。观察到阻转异构二醇、螺旋烯类化合物和氧杂[7]螺旋烯的旋光度呈递增顺序,而分子也对圆偏振发光显示出良好的响应。
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.