Enhanced reactivity of RC - CZ- (R = H and Cl; Z = O, S, and Se) and the influence of leaving group on the α-Effect in the E2 reactions

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journal

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Author(s)

  • Xi-Guang Wei
  • Xiao-Ming Sun
  • Xiao-Peng Wu
  • Yi Ren
  • Ning-Bew Wong
  • And 1 others
  • Wai-Kee Li

Detail(s)

Original languageEnglish
Pages (from-to)4212-4217
Journal / PublicationJournal of Organic Chemistry
Volume75
Issue number12
Publication statusPublished - 18 Jun 2010

Abstract

The enhanced reactivity exhibited by six pseudo-α-bases, RC - CZ - (R = H and Cl; Z = O, S, and Se) in gas-phase E2 reactions with ethyl chloride was examined at the G2(+) level. It is found that anomalous reactivity is observed despite the fact that these chalcogen bases do not possess adjacent lone-pair electrons. The influence of the halide leaving groups on the α-effect and the origin of the α-effect in the E2 reactions of ethyl halides are investigated and discussed. © 2010 American Chemical Society.

Citation Format(s)

Enhanced reactivity of RC - CZ- (R = H and Cl; Z = O, S, and Se) and the influence of leaving group on the α-Effect in the E2 reactions. / Wei, Xi-Guang; Sun, Xiao-Ming; Wu, Xiao-Peng; Ren, Yi; Wong, Ning-Bew; Li, Wai-Kee.

In: Journal of Organic Chemistry, Vol. 75, No. 12, 18.06.2010, p. 4212-4217.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journal