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手性螺环分子的圆偏振发光:10,10'-螺二吲哚并[1,2-b][1]苯并噻吩衍生物的合成与光学性质。

Circularly Polarized Luminescence from Chiral Spiro Molecules: Synthesis and Optical Properties of 10,10'-Spirobi(indeno[1,2-b][1]benzothiophene) Derivatives.

机构信息

Department of Organic and Polymer Materials Chemistry, and ‡Instrumentation Analysis Center, Tokyo University of Agriculture and Technology , 2-24-16 Naka-cho, Koganei, Tokyo 184-8588, Japan.

出版信息

Org Lett. 2017 Oct 6;19(19):5082-5085. doi: 10.1021/acs.orglett.7b02337. Epub 2017 Sep 19.

DOI:10.1021/acs.orglett.7b02337
PMID:28926271
Abstract

Chiral spiro polycyclic aromatic compounds with thiophene and/or thiophene S,S-dioxide units were synthesized as a new family of circularly polarized luminescence (CPL) materials. Oxidation of the thiophene unit to its S,S-dioxide provided significant changes in photophysical properties such as much higher fluorescence quantum yield and positive solvatochromism in photoluminescence spectra. Density functional theory calculations qualitatively demonstrated the observed absorption properties. The prepared chiral spiro compounds exhibit intense CPL signals with a relatively large dissymmetry factor for small organic molecules.

摘要

手性螺环多环芳烃化合物具有噻吩和/或噻吩 S,S-二氧化物单元,被合成作为一类新的圆偏振发光 (CPL) 材料。噻吩单元氧化为 S,S-二氧化物提供了显著的光物理性质变化,例如在光致发光光谱中荧光量子产率大大提高和正溶剂化变色。密度泛函理论计算定性地证明了所观察到的吸收性质。所制备的手性螺环化合物表现出强烈的 CPL 信号,对于小分子具有相对较大的不对称因子。

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