The ethyl, 1- and 2-propyl, and other simple alkyl "carbanions" do not exist

Schleyer, Paul von Rague ; Spitznagel, Günther H. ; Chandrasekhar, Jayaraman (1986) The ethyl, 1- and 2-propyl, and other simple alkyl "carbanions" do not exist Tetrahedron Letters, 27 (37). pp. 4411-4414. ISSN 0040-4039

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Official URL: http://dx.doi.org//10.1016/S0040-4039(00)84965-5

Related URL: http://dx.doi.org/10.1016/S0040-4039(00)84965-5

Abstract

A combination of experimental data and theoretical calculations has been used to estimate the electron affinities of simple primary, secondary, and tertiary alkyl radicals and the proton affinities of the corresponding anions. With the exception of cyclopropyl, such "carbanions" are indicated to be unstable towards loss of an electron and are not expected to exist as long-lived species in the gas phase.

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