| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 7693123 | Chinese Chemical Letters | 2018 | 7 Pages |
Abstract
A computational study is described to elucidate the mechanism for acetic acid-catalyzed ester aminolysis to produce amides. A concerted acyl substitution mechanism is proposed to involve concurrent acylO bond cleavage and acylN bond formation where acetic acid acts as a bifunctional catalyst connecting to both the alkoxide and the amino moieties. This mechanism does not involve the intermediacy of a tetraheral adduct nor the rehybridization of acyl carbon, in sharp contrast to classic stepwise acyl substitution mechanism.
Related Topics
Physical Sciences and Engineering
Chemistry
Chemistry (General)
Authors
Chang Xiao, Song-Lin Zhang,