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具有 1,1,4,4-四氰基丁二烯部分的螺旋芴:具有强电子圆二色性和双光子吸收的π-螺旋推拉系统。

Helicenes Grafted with 1,1,4,4-Tetracyanobutadiene Moieties: π-Helical Push-Pull Systems with Strong Electronic Circular Dichroism and Two-Photon Absorption.

机构信息

Université Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR-UMR6226, 35000, Rennes, France.

Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387, Krakow, Poland.

出版信息

Chemistry. 2018 Sep 25;24(54):14484-14494. doi: 10.1002/chem.201802763. Epub 2018 Sep 3.

DOI:10.1002/chem.201802763
PMID:29995309
Abstract

Enantiopure P- and M-carbo[6]helicenes substituted with one or two tetracyanobutadiene moieties at positions 2 and 15 have been prepared. Grafting of these electron-accepting groups onto the π-helical core resulted in strong charge-transfer effects, which greatly affected the UV/Vis, electronic circular dichroism (ECD), and two-photon absorption (TPA) responses. The ECD signal was found to be reversibly switched by applying a redox stimulus.

摘要

对位置 2 和 15 上带有一个或两个四氰基丁二烯部分的对映纯 P-和 M-碳[6]螺旋进行了制备。将这些电子接受基团接枝到π螺旋核上导致了强烈的电荷转移效应,这极大地影响了紫外/可见、电子圆二色性(ECD)和双光子吸收(TPA)响应。通过施加氧化还原刺激,发现 ECD 信号可被可逆切换。

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