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

Xi-Guang Wei; Xiao-Ming Sun; Xiao-Peng Wu; Yi Ren; Ning-Bew Wong; Wai-Kee Li

doi:10.1021/jo1006575

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 language	English
Pages (from-to)	4212-4217
Journal / Publication	Journal of Organic Chemistry
Volume	75
Issue number	12
Publication status	Published - 18 Jun 2010

Link(s)

DOI	DOI https://doi.org/10.1021/jo1006575 Final Published version
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Link to Scopus	https://www.scopus.com/record/display.uri?eid=2-s2.0-77953490104&origin=recordpage
Permanent Link	https://scholars.cityu.edu.hk/en/publications/publication(e0b28d7c-4296-4d6d-aebb-0a0593868c66).html

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)

[ RIS ] [ BibTeX ]

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 et al.

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 › peer-review

Wei, X-G, Sun, X-M, Wu, X-P, Ren, Y, Wong, N-B & Li, W-K 2010, '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', Journal of Organic Chemistry, vol. 75, no. 12, pp. 4212-4217. https://doi.org/10.1021/jo1006575

Wei, X-G., Sun, X-M., Wu, X-P., Ren, Y., Wong, N-B., & Li, W-K. (2010). 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. Journal of Organic Chemistry, 75(12), 4212-4217. https://doi.org/10.1021/jo1006575

Wei X-G, Sun X-M, Wu X-P, Ren Y, Wong N-B, Li W-K. 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. Journal of Organic Chemistry. 2010 Jun 18;75(12):4212-4217. doi: 10.1021/jo1006575

Wei, Xi-Guang ; Sun, Xiao-Ming ; Wu, Xiao-Peng et al. / 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. In: Journal of Organic Chemistry. 2010 ; Vol. 75, No. 12. pp. 4212-4217.