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Electrochemical Functionalization of 1,3‐Diisopropylbenzene
Author(s) -
Bohn Martin A.,
Hilt Gerhard,
Bolze Patrick,
Gürtler Christoph
Publication year - 2010
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201000046
Subject(s) - electrochemistry , chemistry , yield (engineering) , methanol , potassium bromate , electrolyte , surface modification , solvent , anode , derivative (finance) , inorganic chemistry , bromate , supporting electrolyte , conductivity , alcohol , electrosynthesis , organic chemistry , catalysis , materials science , electrode , bromide , economics , financial economics , metallurgy
The anodic oxidation of 1,3‐diisopropylbenzene in methanol gave exclusively the desired dimethoxy‐functionalized product in excellent yield when potassium bromate was utilized as supporting electrolyte. Similar electrochemical conversions in other alcoholic solvents were not successful based on the low conductivity of the mixture. The introduction of other alcohols could then be realized when the dimethoxy derivative was converted under S N 1 conditions in alcohols used as solvent. Thereby, higher alcohols could be introduced in moderate yields and acceptable selectivities.