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杂芳基二硅烯:在分子内电荷转移跃迁中,杂芳基作为硅硅双键的电子受体。

Heteroaryldisilenes: heteroaryl groups serve as electron acceptors for Si[double bond, length as m-dash]Si double bonds in intramolecular charge transfer transitions.

作者信息

Kosai Tomoyuki, Ishida Shintaro, Iwamoto Takeaki

机构信息

Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan.

出版信息

Dalton Trans. 2017 Aug 29;46(34):11271-11281. doi: 10.1039/c7dt02357j.

Abstract

Although many stable disilenes (silicon-silicon doubly-bonded compounds) containing organic π-electron systems have been reported, stable disilenes with heteroaromatic groups remain rare. Herein, we report the synthesis of monodisilenyl-substituted thiophene 1, anthracene 4, acridine 5, and mesitylene 7 and bis(disilenyl)-substituted thiophene 2, 2,2'-bithiophene 3, and anthracene 6via reactions of dialkylmesityldisilenide 8 with the corresponding haloarenes. Disilenes 1-7 show absorption bands with contributions of intramolecular charge transfer (ICT) transitions from π(disilene) to π*(aryl). In the ICT transitions, (bi)thienyl groups as well as anthryl and acrydinyl groups serve as electron acceptors for the Si[double bond, length as m-dash]Si double bonds.

摘要

尽管已报道了许多含有有机π电子体系的稳定乙硅烯(硅-硅双键化合物),但含杂芳基的稳定乙硅烯仍然很少见。在此,我们报道了通过二烷基均三甲苯二硅烯化物8与相应的卤代芳烃反应合成单乙硅烯基取代的噻吩1、蒽4、吖啶5和均三甲苯7以及双(乙硅烯基)取代的噻吩2、2,2'-联噻吩3和蒽6。乙硅烯1-7显示出吸收带,其具有从π(乙硅烯)到π*(芳基)的分子内电荷转移(ICT)跃迁的贡献。在ICT跃迁中,(联)噻吩基以及蒽基和吖啶基作为Si=Si双键的电子受体。

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