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Title: Synthesis of functionalized tetracene dicarboxylic imides
Authors: Yin, J. 
Zhang, K. 
Jiao, C.
Li, J.
Chi, C. 
Wu, J. 
Keywords: Acene
Dicarboxylic imide
Friedel-Crafts reaction
Issue Date: 1-Dec-2010
Citation: Yin, J., Zhang, K., Jiao, C., Li, J., Chi, C., Wu, J. (2010-12-01). Synthesis of functionalized tetracene dicarboxylic imides. Tetrahedron Letters 51 (48) : 6313-6315. ScholarBank@NUS Repository.
Abstract: For the first time, a synthesis of tetracene dicarboxylic imides was established with 1,2,3,4-tetrahydrotetracene (1) instead of tetracene as the starting material. Mono-bromination of 1 by CuBr2 followed by a Friedel-Crafts reaction, oxidation, and imidization gave the tetrahydrotetracene carboxylic imides 5a-b. Subsequent oxidative dehydrogenation of 5a-b with DDQ afforded the functional tetracene dicarboxylic imide monobromides 6a-b, which can be further functionalized to provide functional materials such as the 'donor-acceptor' type compounds 7a-b. © 2010 Elsevier Ltd. All rights reserved.
Source Title: Tetrahedron Letters
ISSN: 00404039
DOI: 10.1016/j.tetlet.2010.09.116
Appears in Collections:Staff Publications

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