Imidazolium hydrogen carbonates versus imidazolium carboxylates as organic precatalysts for N-heterocyclic carbene catalyzed reactions

…, P Coupillaud, K Miqueu, JM Sotiropoulos…

Index: Fevre, Mareva; Coupillaud, Paul; Miqueu, Karinne; Sotiropoulos, Jean-Marc; Vignolle, Joan; Taton, Daniel Journal of Organic Chemistry, 2012 , vol. 77, # 22 p. 10135 - 10144

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Citation Number: 41

Abstract

Imidazolium-2-carboxylates (NHC–CO2 adducts, 3) and (benz) imidazolium hydrogen carbonates ([NHC (H)][HCO3], 4) were independently employed as organic precatalysts for various molecular N-heterocyclic carbene (NHC) catalyzed reactions. NHC–CO2 adducts were obtained by carboxylation in THF of related free NHCs (2), while the synthesis of [NHC (H)][HCO3] precursors was directly achieved by anion metathesis of imidazolium halides ( ...