ISSN:
0749-1581
Keywords:
Cyclopropane
;
Through-the-ring conjugation
;
13C NMR
;
1H NMR
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The through-ring conjugation between π-donor and attractor substitutents on vicinal carbons of cyclopropane with the direct participation of the ring was assessed using proton and 13C NMR. Appropriate 1H NMR correlations were obtained between σp and δH of the trimethylene protons. However, aryl through-space field effects were found to obscure individual conjugative effects. Conversely, the 13C NMR data implied the occurrence of competitive conjugation of π-groups with the ring but gave no proof for the existence of the actual transmission of conjugative effects through the C-1-C-2 bond of the ring.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260281110
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