Photopromoted carbonylation of 1-bromo-6-chlorohexane under ambient conditions

Yao Yun Hu Jing Mei Yin Da Bin Gao Ying Ping Jia Guang Yun Zhou Ying Na Cui Shen Min Li

引用本文: Yao Yun Hu,  Jing Mei Yin,  Da Bin Gao,  Ying Ping Jia,  Guang Yun Zhou,  Ying Na Cui,  Shen Min Li. Photopromoted carbonylation of 1-bromo-6-chlorohexane under ambient conditions[J]. Chinese Chemical Letters, 2008, 19(5): 529-532. doi: 10.1016/j.cclet.2008.03.020 shu
Citation:  Yao Yun Hu,  Jing Mei Yin,  Da Bin Gao,  Ying Ping Jia,  Guang Yun Zhou,  Ying Na Cui,  Shen Min Li. Photopromoted carbonylation of 1-bromo-6-chlorohexane under ambient conditions[J]. Chinese Chemical Letters, 2008, 19(5): 529-532. doi: 10.1016/j.cclet.2008.03.020 shu

Photopromoted carbonylation of 1-bromo-6-chlorohexane under ambient conditions

  • 基金项目:

    We appreciate the National Natural Science Foundations of China (No.20372012) and the Natural Science Foundations of Liaoning (No.20032099) for the generous financial support.

摘要: 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, Na3PO4 or (n-C4H9)3N). Among these additives, (n-C4H9)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.

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  • 收稿日期:  2007-12-19
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