Publication

In the blind spot of diffusion control: 2-fluoroallyl cations and their various possibilities for stabilization

Manfred Schlosser
1991
Journal Articles

Abstract

Three new model substrates of the chlorofluorocyclopropane type (I, II, and III) were submitted to silver ion-assisted ring opening. No rearrangement, but only fragmentation or direct solvolysis, occurred. In the latter case, primary rather than tertiary 2-fluoroallyl alcs. were formed almost exclusively. Nucleophilic attack at the unsubstituted terminus of the 2-fluoroallyl cation was apparently favored for steric reasons. [on SciFinder (R)]

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Manfred Schlosser
1991
Journal Articles

Abstract

Official source

Related concepts (8)

Nucleophilic substitution

In chemistry, a nucleophilic substitution is a class of chemical reactions in which an electron-rich chemical species (known as a nucleophile) replaces a functional group within another electron-deficient molecule (known as the electrophile). The molecule that contains the electrophile and the leaving functional group is called the substrate.R. A. Rossi, R. H. de Rossi, Aromatic Substitution by the SRN1 Mechanism, ACS Monograph Series No. 178, American Chemical Society, 1983. .

Nucleophilic aromatic substitution

A nucleophilic aromatic substitution is a substitution reaction in organic chemistry in which the nucleophile displaces a good leaving group, such as a halide, on an aromatic ring. Aromatic rings are usually nucleophilic, but some aromatic compounds do undergo nucleophilic substitution. Just as normally nucleophilic alkenes can be made to undergo conjugate substitution if they carry electron-withdrawing substituents, so normally nucleophilic aromatic rings also become electrophilic if they have the right substituents.

SN2 reaction

DISPLAYTITLE:SN2 reaction The SN2 reaction is a type of reaction mechanism that is common in organic chemistry. In this mechanism, one bond is broken and one bond is formed in a concerted way, i.e., in one step. The name SN2 refers to the Hughes-Ingold symbol of the mechanism: "SN" indicates that the reaction is a nucleophilic substitution, and "2" that it proceeds via a bi-molecular mechanism, which means both the reacting species are involved in the rate-determining step.