Chinese Journal of Organic Chemistry ›› 2004, Vol. 24 ›› Issue (10): 1267-1270. Previous Articles     Next Articles

硫原子上亲核取代反应的密度泛函理论研究

盖景刚, 任译*   

  1. 四川大学化学学院 成都 610064
  • 收稿日期:2003-12-01 修回日期:2004-03-22 接受日期:2004-04-19 发布日期:2022-09-20
  • 基金资助:
    教育部及四川大学留学回国人员科研启动基金资助项目.

DFT Study of Nucleophilic Substitution at Sulfur

GAI Jing-Gang, REN Yi*   

  1. College of Chemistry, Sichuan University, Chengdu 610064
  • Received:2003-12-01 Revised:2004-03-22 Accepted:2004-04-19 Published:2022-09-20
  • Contact: * E-mail: yiren57@hotmail.com; Fax: 86-28-85257397.

A series of reactions, X- + CH3SCl (X=F, Cl, Br, I), were examined at B3LYP/6-311+G(2df,p) level. Computationalresults indicate that X- (X=Cl, Br, I) attacks preferably sulfur atom insteadof carbon atom of CH3SCl. The substitution reactions follow an addition-elimination mechanism. However, deprotonation reaction is much more favorable than substitution for reaction F- + CH3SCl.

Key words: nucleophilic substitution at sulfur, deprotonation, DFT theory