A series of imidzoalium salt, L • HCl, for the potentially bidentate pyrazole/N-heterocyclic carbene was synthesized. Reactions of a 2:1 mixture between L • HCl bearing bulky N-substitution and Ag 2O produced Ag(L)Cl, whereas a novel compound with unique stoichiometry AgL 2(AgCl) 0.5Cl was produced from L • HCl bearing N-methyl group under identical condition. Reactions of L • HCl with PdCl 2 produced zwitterionic Pd IICl 3L • H. Selected structural determinations on L • HCl, Ag(L)Cl, AgL 2(AgCl) 0.5Cl, and Pd IICl 3L • H revealed intriguing crystal chemistry in which the less-stable gauche rotamers were obtained exclusively. A preliminary application of the zwitterionic complexes, Pd IICl 3L • H, in Heck coupling reaction of aryl bromide with n-butyl acrylate shows effective activity.
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
- Materials Chemistry