1448901-20-9Relevant academic research and scientific papers
Dynamic behavior of N-heterocyclic carbene boranes: Boron-carbene bonds in B, B -disubstituted N, N -dimethylimidazol-2-ylidene boranes have substantial rotation barriers
Damodaran, Krishnan,Li, Xiben,Pan, Xiangcheng,Curran, Dennis P.
, p. 4465 - 4469 (2015)
Dynamic NMR spectroscopy has been used to measure rotation barriers in five B,B-disubstituted 1,3-dimethylimidazol-2-ylidene boranes. The barriers are attributed to the sp2-sp3 bond between C(1) of the N-heterocyclic carbene ring and the boron atom. Bonds to boron atoms bearing a thexyl (1,1,2-trimethylpropyl) group show especially high barriers, ranging from 75-86 kJ mol-1. 2-Isopropyl-1,3,5-trimethylbenzene is used as a comparable to help understand the nature and magnitude of the barriers.
Insertion of reactive rhodium carbenes into boron-hydrogen bonds of stable N-heterocyclic carbene boranes
Li, Xiben,Curran, Dennis P.
supporting information, p. 12076 - 12081 (2013/09/02)
Readily available rhodium(II) salts catalyze reactions between NHC-boranes (NHC-BH3) and diazocarbonyl compounds (N2CRCOR′). Stable α-NHC-boryl carbonyl compounds (NHC-BH2-CHRCOR′) are isolated in good yields. The reaction is a reliable way to make boron-carbon bonds with good tolerance for variation in both the NHC-borane and diazocarbonyl components. It presumably occurs by insertion of a transient rhodium carbene into a boron-hydrogen bond of the NHC-borane. Competitive experiments show that a typical NHC-borane is highly reactive toward rhodium carbenes.
