1043905-80-1Relevant articles and documents
1-Butyl-3-methylimidazol-2-ylidene Borane: A Readily Available, Liquid N-Heterocyclic Carbene Borane Reagent
Bolt, Daniel A.,Curran, Dennis P.
, p. 13746 - 13750 (2017)
1-Butyl-3-methylimidazol-2-ylidene borane has been synthesized directly from two inexpensive commercial reagents: 1-butyl-3-methylimidazolium bromide and sodium borohydride. This NHC-borane reagent is a stable, free-flowing liquid that shows promise for use in radical, ionic, and metal-catalyzed reactions.
Complexes of borane and N-heterocyclic carbenes: A new class of radical hydrogen atom donor
Ueng, Shau-Hua,Brahmi, Malika Makhlouf,Derat, Etienne,Fensterbank, Louis,Lacote, Emmanuel,Malacria, Max,Curran, Dennis P.
supporting information; experimental part, p. 10082 - 10083 (2009/02/04)
Calculations suggest that complexes of borane with N-heterocyclic carbenes (NHC) have B-H bond dissocation energies more then 20 kcal/mol less than free borane, diborane, borane-THF, and related complexes. Values are in the range of popular radical hydrogen atom donors like tin hydrides (70-80 kcal/mol). The resulting prediction that NHC borane complexes could be used as radical hydrogen atom donors was verified by radical deoxygenations of xanthates by using either AIBN or triethylborane as initiator. Copyright