2-Chloro-1,3-dimethylimidazolium tetrafluoroborate is a reagent for esterification of C-terminal amino acids to Wang resin without racemization and for coupling α,α-dimethyl amino acids; and for preparation of the benzotriazol-1-yloxy derivative, a new coupling reagent. It is used as a reagent for esterification and peptide coupling of sterically hindered amino acids; preparation of efficient diazo-transfer reagents; oxidative insertion for palladium and nickel catalyst synthesis; and preparation of catalysts for use in coupling reactions.