Ambiphilic singlet carbenes: Electron donors and acceptors. (10th September 2022)

• Record Type: Journal Article
• Authors: Kim, Hyunho; Lee, Eunsung
• Is Part Of: Bulletin of the Korean Chemical Society. Volume 43:Number 12(2022)
• Page Start: 1328
• Page End: 1341
• Publication Date: 2022-09-10
• Subjects: ambiphilic carbene -- CAAC -- DAC -- NHC; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/bkcs.12620
• Languages: English
• ISSNs: 0253-2964

Abstract

Abstract: The isolation of cyclic(alkyl)(amino)carbenes (CAACs) and N, N ′‐diamidocarbenes (DACs) has opened up new avenues in the field of carbene chemistry due to their unique properties. CAACs are strong σ‐donors and π‐acceptors, whereas DACs are extremely strong π‐acceptors. The ambiphilicity of carbenes can facilitate new applications such as small molecule activation and catalysis. Since the isolation of CAACs and DACs, several new ambiphilic carbenes have been synthesized, thereby advancing the development of carbene chemistry. This review summarizes the most relevant findings on ambiphilic carbene chemistry until 2022. Abstract : Cyclic(alkyl)(amino)carbenes (CAACs) are powerful tools in organic and inorganic chemistry fields nowadays. In addition, N, N ′‐diamidocarbenes also show remarkable reactivities which cannot be observed with CAACs. Their special reactivities and applications mainly come from their unique electronic character, ambiphilicity. Ambiphilic carbenes are strong σ‐donors and π‐acceptors than NHCs. These days, various new ambiphilic carbenes have been developed.