ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The mass spectrometric study of 2,4-dinitrophenyl 2′-R-phenyl ethers (R = H, Me, Et, i-Pr, tert-Bu) showed that (1) fragmentation proceeds differently from unsubstituted and 4-nitro-substituted diphenyl ethers; (2) important fragmentation routes involve interannular migrations and cyclizations; (3) these occur between two groups ortho to the ether linkage while the ethers are in unfavorable endo, endo twist conformations; (4) the observed interannular interactions can be ustified by the existence in these compounds of an intramolecular π-complex which stabilizes the sterically unfavorable conformation and explains the observed fragmentations.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210090108
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