41229-10-1Relevant academic research and scientific papers
NUCLEOPHILIC HETEROAROMATIC SUBSTITUTIONS. XLI. THE REACTION OF 4-PHENOXY- AND 4-PHENYLTHIO-QUINAZOLINE WITH PIPERIDINE IN ISOOCTANE: peri EFFECT ON BIFUNCTIONAL CATALYSIS
Corvi, Doretta,Mitidieri-Costanza, Angela,Sleiter, Giancarlo
, p. 167 - 172 (2007/10/02)
The kinetics of the piperidino dephenoxylation of 4-phenoxyquinazoline in isooctane have been followed spectrophotometrically.The reaction turned out to be not catalysed by piperidine and to be moderately speeded up by added 2-piperidone.The kinetic ineffectiveness of piperidine is explained by a steric effect of the peri-hydrogen atom, which makes the formation of a six-membered transition state impossible.The results of a kinetic study of the piperidino dethiophenoxylation of 4-phenylthioquinazoline confirm the insensitiveness of heteroaromatic substrates with sulphur-leaving groups to both base and bifunctional catalysis.
