Effect of chalcogenyl substituent on the course of allyl rearrangement at chalcogenation of 1,3-dichloropropene
- 作者: Levanova E.P.1, Nikonova V.S.1, Grabel’nykh V.A.1, Russavskaya N.V.1, Albanov A.I.1, Rozentsveig I.B.1, Korchevin N.A.1
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隶属关系:
- Favorskii Irkutsk Institute of Chemistry, Siberian Branch
- 期: 卷 52, 编号 5 (2016)
- 页面: 615-623
- 栏目: Article
- URL: https://journal-vniispk.ru/1070-4280/article/view/214261
- DOI: https://doi.org/10.1134/S1070428016050018
- ID: 214261
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详细
Formation of 1,3-dichalcogenylpropene at the treatment of 1,3-dichloropropene with organic dichalcogenides in a redox system hydrazine hydrate–KOH is governed by the possibility of an allyl rearrangement. In the presence of bases this rearrangement proceeds via carbanion partially stabilized by the chalcogenyl substituent. The effectivity of the stabilization and consequently the probability of the rearrangement varies in the series of substituents PhS > BnS > PhSe. In the stage of the direct nucleophilic substitution of chlorine the anion PhSe‒ possesses the highest activity.
作者简介
E. Levanova
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Email: venk@irioch.irk.ru
俄罗斯联邦, ul. Favorskogo 1, Irkutsk, 664033
V. Nikonova
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Email: venk@irioch.irk.ru
俄罗斯联邦, ul. Favorskogo 1, Irkutsk, 664033
V. Grabel’nykh
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
编辑信件的主要联系方式.
Email: venk@irioch.irk.ru
俄罗斯联邦, ul. Favorskogo 1, Irkutsk, 664033
N. Russavskaya
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Email: venk@irioch.irk.ru
俄罗斯联邦, ul. Favorskogo 1, Irkutsk, 664033
A. Albanov
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Email: venk@irioch.irk.ru
俄罗斯联邦, ul. Favorskogo 1, Irkutsk, 664033
I. Rozentsveig
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Email: venk@irioch.irk.ru
俄罗斯联邦, ul. Favorskogo 1, Irkutsk, 664033
N. Korchevin
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Email: venk@irioch.irk.ru
俄罗斯联邦, ul. Favorskogo 1, Irkutsk, 664033
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