The Uncatalyzed Direct Amide Formation Reaction–Mechanism Studies and the Key Role of Carboxylic Acid H??Bonding

H Charville, DA Jackson, G Hodges…

Index: Charville, Hayley; Jackson, David A.; Hodges, George; Whiting, Andrew; Wilson, Mark R. European Journal of Organic Chemistry, 2011 , # 30 p. 5981 - 5990

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Citation Number: 31

Abstract

Abstract Calorimetric studies of the mixing of a series of carboxylic acids and amines have been carried out to measure heat output, which has been compared with their ability to react to form carboxylate ammonium salts and amides. In order to identify which species (salt or H- bonded species) were formed, 1 H NMR studies were also carried out by mixingcarboxylic acids and amines in [D 8] toluene and monitoring the resulting reactions. These ...