Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (12): 2328-2333.DOI: 10.6023/cjoc201209032 Previous Articles     Next Articles

Notes

全氟丁基磺酸锡催化醛烯丙基化和Mukaiyama-aldol反应

刘毅a, 王勰b, 陈锦杨b, 李宁波b, 许新华b   

  1. a 湖南机电职业技术学院生物与化学工程系 长沙 410151;
    b 湖南大学化学化工学院 长沙 410082
  • 收稿日期:2012-09-22 修回日期:2012-10-21 发布日期:2012-11-02
  • 通讯作者: 许新华 E-mail:xhx1581@yahoo.com.cn
  • 基金资助:

    国家自然科学基金(Nos. 21172061, 21273068)资助项目.

Bisperfluorobutylsulfonate Bisbutyltin Catalyzed Allylation and Mukaiyama-aldol Reaction of Aldehyde

Liu Yia, Wang Xieb, Chen Jinyangb, Li Ningbob, Xu Xinhuab   

  1. a Department of Biological and Chemical Engineering, Hunan Mechanical and Electrical Polytechnic, Changsha 410151;
    b College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082
  • Received:2012-09-22 Revised:2012-10-21 Published:2012-11-02
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21172061, 21273068).

Bisperfluorobutylsulfonate bisbutyltin complex was successfully synthesized by treating C4F9SO3Ag with Bu2SnCl2 in acetone at room temperature. When the complex was exposed to air two days, 1H NMR spectra showed that its structure had no change. TG-DSC showed that the complex was stable below 220 ℃. The complex had a good solubility in polar solvents, such as ethyl acetate, acetone, acetonitrile, THF, ethyl ether. But it was poor soluble in hexane, CH2Cl2, toluene at room temperature. In the presence of 1.0 and 5.0 mol% of bisperfluorobutylsulfonate bisbutyltin respectively, allylation of aldehyde and Mukaiyama aldol reaction could efficiently occur in CH3CN at room temperature and give high yield of the corresponding products.

Key words: bisperfluorobutylsulfonate bisbutyltin, allylation of aldehyde, mukaiyama-aldol reaction