具有近红外吸收/发射和两步电致变色特性的稳定蒂勒烃衍生物
Stable Thiele's Hydrocarbon Derivatives Exhibiting Near-Infrared Absorption/Emission and Two-Step Electrochromism.
作者信息
Okamoto Yuta, Tanioka Masaru, Muranaka Atsuya, Miyamoto Kazunori, Aoyama Tetsuya, Ouyang Xingmei, Kamino Shinichiro, Sawada Daisuke, Uchiyama Masanobu
机构信息
Graduate School of Pharmaceutical Sciences , The University of Tokyo , 7-3-1 , Hongo, Bunkyo-ku, Tokyo 113-0033 , Japan.
Cluster for Pioneering Research (CPR), Advanced Elements Chemistry Laboratory, RIKEN , 2-1 Hirosawa , Wako-shi , Saitama 351-0198 , Japan.
出版信息
J Am Chem Soc. 2018 Dec 26;140(51):17857-17861. doi: 10.1021/jacs.8b11092. Epub 2018 Dec 11.
We report synthesis and characterization of near-infrared (NIR)-absorbing/emitting Thiele's hydrocarbon derivatives, in which four aryl groups are bridged to a quinodimethane skeleton. The quinoid structure of the bridged-tetra-aryl- p-quinodimethanes (BTAQs) was confirmed by spectroscopic, X-ray crystallographic, and computational methods. Although quinodimethane derivatives with a small HOMO-LUMO energy gap often exhibit biradical character, BTAQs showed no biradical character. Instead, they exhibited two-step near-infrared electrochromism. The donor/acceptor properties of the aryl groups were found to play a key role in the unique properties of BTAQs.
我们报道了近红外（NIR）吸收/发射的蒂勒烃衍生物的合成与表征，其中四个芳基桥连到一个醌二甲烷骨架上。通过光谱、X射线晶体学和计算方法证实了桥连四芳基对醌二甲烷（BTAQs）的醌型结构。尽管具有小的HOMO-LUMO能隙的醌二甲烷衍生物通常表现出双自由基特征，但BTAQs没有表现出双自由基特征。相反，它们表现出两步近红外电致变色。发现芳基的供体/受体性质在BTAQs的独特性质中起关键作用。
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