Gas phase chemistry of N-benzylbenzamides with silver(i) cations: characterization of benzylsilver cation?

Organic & Biomolecular Chemistry Pub Date: 2015-01-09 DOI: 10.1039/C4OB02355B

Abstract

The benzylsilver cation which emerges from the collisional dissociation of silver(I)–N-benzylbenzamide complexes was characterized by deuterium-labeling experiments, theoretical calculations, breakdown curves and substituent effects. The nucleophilic attack of the carbonyl oxygen on an α-hydrogen results in the generation of the benzylsilver cation, which is competitive to the AgH loss with the α-hydrogen.

Graphical abstract: Gas phase chemistry of N-benzylbenzamides with silver(i) cations: characterization of benzylsilver cation
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