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Enhanced Basicity of Ag 2 O by Coordination to Soft Anions
Author(s) -
Ren Bo,
Wang Meiyan,
Liu Jingyao,
Ge Jiantao,
Dong Hai
Publication year - 2015
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201403035
Subject(s) - chemistry , electrophile , catalysis , bromide , iodide , reactivity (psychology) , inorganic chemistry , metal , coordination complex , medicinal chemistry , organic chemistry , medicine , alternative medicine , pathology
In Ag 2 O‐mediated benzylation, the addition of a catalytic amount of KI can greatly improve reactivity. This is usually attributed to the formation of a more reactive iodo‐substituted electrophile. However, our studies show this to be due to the enhanced basicity of Ag 2 O through coordination of soft iodide anions to the silver atom, and show KI to be an initiator. A catalytic amount of Ag 2 O and NaBr can catalyze transesterification reactions, indicating the enhanced basicity of Ag 2 O by bromide. We believe that this is a general effect for metal oxides and soft anions, applicable to a wider range of organic reaction systems.