ISSN:
1573-9171
Keywords:
substituted alkylbenzenes and anisoles
;
1,2-dimethoxyindan
;
electrochemical cleavage of a benzylic C-C bond
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Electrochemical cleavage of a benzylic C-C bond in arylaliphatic compounds and the effect of the structure of their alkyl and aryl fragments on the process are studied. Cleavage was found to be the most effective for substituted benzenes and anisoles with side chains bearing vicinal methoxy- and hydroxy-groups in the a- and β-positions. Cleavage was moderate for cior β-methoxy(hydroxy)- and (β,β-dialkoxyalkyl)arenes. Electrolysis carried out in methanol results in formation of PhCH2OMe and PhCH(OMe)2 from PhCH2R and PhCH(OMe)R, benzaldehyde from (1,2-dihydroxypropyl)benzene, acetophenone from 2-phenylhexan-2-ol, 4-MeOC6H4CH(OMe)2 from 4-(1,2-dimethoxypropyl)anisole, and 2-(MeO)2CHC6H4CH(OMe)2 from 1,2-dimethoxyindan.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00699992
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