ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
1,1′-Bicycloalkyl-2,2′-diols (mixtures of stereoisomers) and 1,1′-diols on electron impact give rise to strong peaks equivalent to [M-1]+ions, corresponding to cycloalkenone fragments and obviously involving hydrogen atom migrations. Deuterium labelling and substitution techniques reveal the operation of different rearrangement mechanisms for the two series of isomeric compounds. Thus, in the 1,1′-bicycloalkyl-2,2′-diols a ring hydrogen atom is involved in the rearrangement, whereas in the 1,1′-bicycloalkyl-1,1′-diols (pinacols) the hydroxylic hydrogen atoms migrate.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210140905
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