ISSN:
0894-3230
Keywords:
Organic Chemistry
;
Physical Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
The 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 mechanism is postulated for these nucleophilic additions.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/poc.610031002
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