期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 134, 期 15, 页码 6776-6784出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja3005804
关键词
-
资金
- CNRS
- Region Aquitaine
- Agence Nationale de la Recherche (ANR) - Programme Blanc (CATAPULT)
Anion metathesis of imidazol(in)ium chlorides with KHCO3 afforded an easy one step access to air stable imidazol(in)ium hydrogen carbonates, denoted as [NHC(H)][HCO3]. In solution, these compounds were found to be in equilibrium with their corresponding imidazol(in)ium carboxylates, referred to as N-heterocyclic carbene (NHC)-CO2 adducts. The [NHC(H)][HCO3] salts were next shown to behave as masked NHCs, allowing for the NHC moiety to be readily transferred to both organic and organometallic substrates, without the need for dry and oxygen-free conditions. In addition, such [NHC(H)][HCO3] precursors were successfully investigated as precatalysts in two selected organocatalyzed reactions of molecular chemistry and polymer synthesis, namely, the benzoin condensation reaction and the ring-opening polymerization of D,L-lactide, respectively. The generation of NHCs from [NHC(H)][HCO3] precursors occurred via the formal loss of H2CO3 via a concerted low energy pathway, as substantiated by Density Functional Theory (DFT) calculations.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据