Synthesis, crystal structure and spectroscopic properties of an unsymmetrical compound with carbazole and benzothiadiazole units

被引：9
作者：
He, Qingguo
Sun, Yuxi
Liu, Wei
Xu, Shengang
Cao, Zhaokui
Cheng, Jiangong
Bai, Fenglian [1 ]
机构：
[1] Chinese Acad Sci, Inst Chem, Key Lab Organ Solids, Ctr Mol Sci, Beijing 100080, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Microsyst & Informat Technol, Shanghai 200050, Peoples R China
[3] Qufu Normal Univ, Dept Chem, Shandong 273100, Peoples R China
[4] Zhengzhou Univ, Sch Mat & Engn, Zhengzhou 450052, Henan, Peoples R China
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 24期
关键词：
Heck reaction; charge transfer state; unsymmetrical; photophysical property;
D O I：
10.1016/j.tetlet.2007.04.063
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An unsymmetrical organic compound with carbazole (Cz) as donor and benzothiadiazole (BTD) as acceptor (D-pi-A-pi*-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 angstrom. 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 run. Electrochemical properties were also investigated. (c) 2007 Elsevier Ltd. All rights reserved.
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收藏
页码：4249 / 4253
页数：5
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