The Isomerization of Triphenylmethyl Isocyanide: Evidence for a Cationic Chain Mechanism in Polar Solvents

Triphenylmethyl isocyanide (1) isomerizes to triphenylmethyl cyanide (2) in non-polar solvents at 200-250 °C by a sigmatropic 1,2-rearrangement. To account for the high rate of rearrangement in polar solvents (e.g. acetonitrile) at 60-80°C, a cationic chain mechanism is proposed in contrast to the...

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Bibliographic Details
Main Authors: Michael Meier, Christoph Rüchardt
Format: Article
Language:deu
Published: Swiss Chemical Society 1986-08-01
Series:CHIMIA
Online Access:https://www.chimia.ch/chimia/article/view/9738
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