Stabilization of carbenium ions by an α-azido group

Shmaryahu Hoz; J. L. Wolk

doi:10.1016/s0040-4039(00)94506-4

Stabilization of carbenium ions by an α-azido group

Shmaryahu Hoz, J. L. Wolk

Department of Chemistry

Bar-Ilan University

Research output: Contribution to journal › Article › peer-review

19 Scopus citations

Abstract

The ability of the azido group to stabilize an α carbenium ion was calculated to be intermediate between that OH and NH₂. The barrier for the decomposition of the title compound into N₂ and H₂CN⁺ is 4.6kcal/mol.

Original language	English
Pages (from-to)	4085-4088
Number of pages	4
Journal	Tetrahedron Letters
Volume	31
Issue number	28
DOIs	https://doi.org/10.1016/s0040-4039(00)94506-4
State	Published - 1990

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title = "Stabilization of carbenium ions by an α-azido group",

abstract = "The ability of the azido group to stabilize an α carbenium ion was calculated to be intermediate between that OH and NH2. The barrier for the decomposition of the title compound into N2 and H2CN+ is 4.6kcal/mol.",

author = "Shmaryahu Hoz and Wolk, \{J. L.\}",

year = "1990",

doi = "10.1016/s0040-4039(00)94506-4",

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AB - The ability of the azido group to stabilize an α carbenium ion was calculated to be intermediate between that OH and NH2. The barrier for the decomposition of the title compound into N2 and H2CN+ is 4.6kcal/mol.

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JO - Tetrahedron Letters

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Stabilization of carbenium ions by an α-azido group

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