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高等学校化学研究 ›› 2004, Vol. 20 ›› Issue (5): 598-601.

• Articles • 上一篇    下一篇

Ultrasonic-enhanced Stereoselective Debromination of vic-Dibromides to Alkenes with Metallic Zinc Powder in Aqueous Media

LI Pin-hua1, RAO Wan-ping1, WANG Min1, WANG Lei2   

  1. 1. Department of Chemistry, Huaibei Coal Teachers College, Huaibei 235000, P. R. China;
    2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. China
  • 收稿日期:2003-09-05 出版日期:2004-10-24 发布日期:2011-08-06
  • 基金资助:

    Supported by the National Natural Science Foundation of China(No.20372024, 20172018), the Excellent Scientist Foundation of Anhui Province, China(No.2001040), the Natural Science Foundation of the Educational Department of Anhui Province (No.2002kj254zd), the Scientific Research Foundation of Educational Ministry of China for the Returned Overseas Chinese Scholars (No.2002247) and the Excellent Young Teachers Program of MOE(No.2024).

Ultrasonic-enhanced Stereoselective Debromination of vic-Dibromides to Alkenes with Metallic Zinc Powder in Aqueous Media

LI Pin-hua1, RAO Wan-ping1, WANG Min1, WANG Lei2   

  1. 1. Department of Chemistry, Huaibei Coal Teachers College, Huaibei 235000, P. R. China;
    2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. China
  • Received:2003-09-05 Online:2004-10-24 Published:2011-08-06
  • Supported by:

    Supported by the National Natural Science Foundation of China(No.20372024, 20172018), the Excellent Scientist Foundation of Anhui Province, China(No.2001040), the Natural Science Foundation of the Educational Department of Anhui Province (No.2002kj254zd), the Scientific Research Foundation of Educational Ministry of China for the Returned Overseas Chinese Scholars (No.2002247) and the Excellent Young Teachers Program of MOE(No.2024).

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摘要： Carbon-carbon double bond functional groups are often protected through a popular bromination/debromination method because of their reactivity.An ultrasonic-enhanced stereoselective debromination of vicdibromides with metallic zinc powder in aqueous media has been developed, which generates E-alkenes with excellent yields.The reactivity of vic-dibromides decreases in the order of 1,2-dibromo-1,2-diphenylethane＞1,2-dibromo- 1-phenylethane ＞ 1,2-dibromo-1,2-dialkylethane.

关键词: Stereoselective debromination, vic-Dibromides, Alkenes, Metallic zinc, Ultrasonic irradiation, Aqueous medium

Abstract: Carbon-carbon double bond functional groups are often protected through a popular bromination/debromination method because of their reactivity.An ultrasonic-enhanced stereoselective debromination of vicdibromides with metallic zinc powder in aqueous media has been developed, which generates E-alkenes with excellent yields.The reactivity of vic-dibromides decreases in the order of 1,2-dibromo-1,2-diphenylethane＞1,2-dibromo- 1-phenylethane ＞ 1,2-dibromo-1,2-dialkylethane.

Key words: Stereoselective debromination, vic-Dibromides, Alkenes, Metallic zinc, Ultrasonic irradiation, Aqueous medium