ORGANOMETALLIC GAS-PHASE ION CHEMISTRY AND CATALYSIS: INSIGHTS INTO THE USE OF METAL CATALYSTS TO PROMOTE SELECTIVITY IN THE REACTIONS OF CARBOXYLIC ACIDS AND THEIR DERIVATIVES

Abstract

Carboxylic acids are valuable organic substrates as they are widely available, easy to handle, and exhibit structural and functional variety. While they are used in many standard synthetic protocols, over the past two decades numerous studies have explored new modes of metal-mediated reactivity of carboxylic acids and their derivatives. Mass spectrometry-based studies can provide fundamental mechanistic insights into these new modes of reactivity. Here gas-phase models for the following catalytic transformations of carboxylic acids and their derivatives are reviewed: protodecarboxylation; dehydration; decarbonylation; reaction as coordinated bases in C–H bond activation; remote functionaliza..