有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
総説および総合論文
多用途な多官能基化環状カルベンPoxImの開発
山内 泰宏星本 陽一生越 專介
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2021 年 79 巻 7 号 p. 632-641

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Practical methods have been established for the synthesis of multifunctional N-heterocyclic carbenes (NHCs) via the introduction of substituents on either the nitrogen atom(s) or the backbone of the NHCs. However, their use has been mainly limited to acting as multidentate ligands for metal complexes. Herein, results of our recent studies on the synthesis and application of N-phosphine oxide-substituted imidazolylidenes (PoxIms) as novel type of multifunctional NHCs are discussed. PoxIms were used not only as a mono-/bi-dentate ligand for mono-/bi-metallic complexes, but also as an external stimuli-responsive Lewis base for achievement of the frustration revival strategy as well as a reagent for the direct phosphinoylation of CO2 and carbonyl compounds. These results manifest the pioneering role of PoxIms as a multifunctional multipurpose NHC.

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