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Photopromoted carbonylation of 1-bromo-6-chlorohexane under ambient conditions
Authors:Yao Yun Hu   Jing Mei Yin   Da Bin Gao   Ying Ping Jia   Guang Yun Zhou   Ying Na Cui  Shen Min Li
Affiliation:Liaoning Key Laboratory of Bio-organic Chemistry, Dalian University, Dalian 116622, China
Abstract:Photopromoted carbonylation of 1-bromo-6-chlorohexane with CO catalyzed by CuBr2 and CdI2 has been carried out underambient conditions. The results indicate that the carbonylation proceeds with the major product of chlorocsterCICH2(CH2)<,5COOCH3 under catalysis of CuBr2. Furthermore, the activity of the carbonylation can be improved by additionof basic additives (NaOAc, Na3PO<,4 or (n-C<4,H<,9)3N). Among these additives, (n-C<4,H<,9)3N is the most efficient in terms of the yield ofClCH2(CH2)<,5COOCH3. However, the methoxycarbonyl substituting chlorine product of BrCH2(CH2)<,5COOCH3 is not obtained inthe presence of CdI2. This is quite different from the carbonylation of monochloroalkane.2008 Jing Mei Yin. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
Keywords:Photopromoted carbonylation  1-Bromo-6-chlorohexane  Copper bromide  Tri-n-hutylamine
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