Stereochemistry and kinetics of addition of amines to acetylenic ketones
作者:
Ezzat A. Hamed,
Saber M. Sharaf,
Samy A. Abdel‐Baky,
Mahmoud F. Ibrahim,
Abdel‐Hamid A. Youssef,
期刊:
Journal of Physical Organic Chemistry
(WILEY Available online 1990)
卷期:
Volume 3,
issue 10
页码: 627-634
ISSN:0894-3230
年代: 1990
DOI:10.1002/poc.610031002
出版商: John Wiley&Sons Ltd.
数据来源: WILEY
摘要:
AbstractThe reactions of a series of 3‐(p‐substituted phenyl)‐1‐phenylprop‐2‐yn‐1‐ones with piperidine and morpholine in methanol were studied and their rates measured. The products were 3‐piperidino‐ and 3‐morpholino‐3‐(p‐substituted phenyl)‐1‐phenylprop‐2‐en‐1‐ones.1H NMR spectra were used to determine the configurations of the obtained products. A good Hammett correlation was obtained with ρ values of 1·15–1·10 and 1·15–0·53 for piperidine and morpholine, respectively, which suggest a carbanionic character of the transition state. A two‐step mechan
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