Helvetica Chimica Acta

Induktive und sterische Effekte bei der BECKMANN??CHAPMAN??Umlagerung von Alkyl??ketoxim??pikryläthern

HP Fischer, F Funk??Kretschmar

Index: Fischer,H.P.; Funk-Kretschmar,F. Helvetica Chimica Acta, 1969 , vol. 52, p. 913 - 933

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Citation Number: 6

Abstract

Abstract The rates of the B ECKMANN-C HAPMAN rearrangement of the ketoximpicryl- ethers 1a–1k in 1, 4-dichlorobutane are correlated with parameters describing the bulk of the substituted groups R and R′. From regression analyses it is concluded that the relative rate constants are mainly controlled by steric contributions in the ground state, such as geminal interactions of R with R′ and vicinal interactions of R′ with O [BOND] X, and ...