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From Anionic N-Heterocyclic Dicarbenes to Abnormal Carbene–Borane Complexes: A Logical Synthetic Route

2012; American Chemical Society; Volume: 31; Issue: 3 Linguagem: Inglês

10.1021/om201259d

1520-6041

Yuzhong Wang, M.Y. Abraham, Robert J. Gilliard, Pingrong Wei, Jared C. Smith, Gregory H. Robinson,

Organoboron and organosilicon chemistry

The anionic N-heterocyclic dicarbenes (NHDCs) I are demonstrated to be a convenient platform from which abnormal NHC (aNHC)–borane complexes V–VII may be prepared. The anionic NHDC binuclear complex II and the aNHC mononuclear adduct VII can be interconverted through lithiation and protonation, respectively, of the C2 carbon atom of the imidazole ring.