Synthesis, crystal structure and spectroscopic properties of an unsymmetrical compound with carbazole and benzothiadiazole units
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- 作者：Qingguo He ; Yuxi Sun ; Wei Liu ; Shengang Xu ; Zhaokui Cao ; Jiangong Cheng ; Fenglian Bai
- 关键词：Heck reaction ; Charge transfer state ; Unsymmetrical ; Photophysical property
- 刊名：Tetrahedron Letters
- 出版年：2007
- 出版时间：11 June 2007
- 年：2007
- 卷：48
- 期：24
- 页码：4249-4253
- 全文大小：433 K
文摘
An unsymmetrical organic compound with carbazole (Cz) as donor and benzothiadiazole (BTD) as acceptor (D-π-A-π*-D*) was designed and synthesized via simple Heck reaction. The unique crystal structure of Cz–BTD–Cz* shows a ladder-like packing mode. A two molecule pair stacks parallelly with each other in each packing unit. In each cell, one Cz moiety is connected with BTD by vinylene bond in same plane. However, the other Cz group is connected to BTD by a one-end vinyl bond in almost perpendicular position to the coplanar part of the molecule. The shortest intermolecular plane distance is 3.48 ± 0.1 Å. The photophysical properties of Cz–BTD–Cz* in solution and in bulky crystalline powder state were studied. In bulk crystalline powder state, it has a red-shifted emission band peaked at 609 nm relative to that in solution, and the FWHM was reduced to only 58 nm. Electrochemical properties were also investigated.