Electrochemical cleavage of a benzylic C-C bond in arylaliphatic compounds

Electrochemical cleavage of a benzylic C-C bond in arylaliphatic compounds Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 1993, Volume: 42, Number: 1, Pages: 126-128 Pages count : 3 DOI: 10.1007/bf00699992

Authors

Ogibin Yu.N. ¹ , Ilovaiskii A.I. ¹ , Nikishin G.I. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russian Federation

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.

Ogibin Y.N. , Ilovaiskii A.I. , Nikishin G.I.
Electrochemical cleavage of a benzylic C-C bond in arylaliphatic compounds
Russian Chemical Bulletin. 1993. V.42. N1. P.126-128. DOI: 10.1007/bf00699992 WOS Scopus OpenAlex

Web of science:	WOS:A1993MM95700030
Scopus:	2-s2.0-5244245322
OpenAlex:	W2011738848

DB	Citing
OpenAlex	7
Scopus	7
Web of science	8