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A KINETIC ISOTOPE EFFECT IN THE TRICY-ANOVINYLATION OF DIMETHYLANILINE

Journal Article · · Tetrahedron Letters

A kinetic isotope effect was observed in the rate of formation of the final product of the reaction between tricyanoethylene and dimethylaniline and its deutero-derivatives that was consistent with the mechanism proposed by Rappoport (J. Chem. Soc., 4498, 1963)). Investigations of the mechanism of reactions between dialkylanilines and tritcyanoethylene showed that the formation of a chargetransfer complex between the free base and tritcyanoethylene is not essential to the formation of the theta -complex, but that in organic solvents some charge-transfer complex formation is always observed. The electron-donating ability of the dialkylanilines was measured. (M.C.G.)

Research Organization:
Sir John Cass Coll., London
NSA Number:
NSA-18-010130
OSTI ID:
4084264
Journal Information:
Tetrahedron Letters, Journal Name: Tetrahedron Letters Vol. Vol: No. 3
Country of Publication:
Country unknown/Code not available
Language:
English