Influence of an α-Cyano Function on Charge Delocalization in the Benzyl Cation. Relationship between Inductive Destabilization and Conjugative Stabilization by the Cyano Group

DOI: 10.1021/jo00136a048

Source and publish data:

Journal of Organic Chemistry p. 3023 - 3026 (1982)

Update date:2022-08-05

Topics: Experimental terms Benzyl cation Relationship Charge delocalization Cyano group

Authors:

Gassman, Paul G.

Guggenheim, Thomas L.

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Article abstract of DOI:10.1021/jo00136a048

The solvolytic behavior of a series of substituted acetophenone cyanohydrin methanesulfonates has been studied in 2,2,2-trifluoroethanol.A ρ value of -6.70 was observed when the rate data was evaluated vs.Brown's ?⁺ values.

Full text of DOI:10.1021/jo00136a048

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