title: Synthesis of Boriranes by Double Hydroboration Reactions of N-Heterocyclic Carbene Boranes and Dimethyl Acetylenedicarboxylate.
abstract: Reaction of bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene borane with dimethyl acetylenedicarboxylate gives 80% yield of a stable borirane (boracyclopropane) formed by formal double hydroboration along with 5% of the (E)-alkenylborane. DFT calculations suggest a mechanism where divergence to the two products occurs after a common initial stage of hydride transfer from the NHC-borane to the acetylenedicarboxylate.
authors.affiliation: Department of Chemistry and ‡Computational Modeling & Simulation Program, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
authors.forename: Timothy R
authors.initials: TR
authors.lastname: McFadden
authors.affiliation: Department of Chemistry and ‡Computational Modeling & Simulation Program, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
authors.forename: Cheng
authors.initials: C
authors.lastname: Fang
authors.affiliation: Department of Chemistry and ‡Computational Modeling & Simulation Program, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
authors.forename: Steven J
authors.initials: SJ
authors.lastname: Geib
authors.affiliation: Department of Chemistry and ‡Computational Modeling & Simulation Program, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
authors.forename: Everett
authors.initials: E
authors.lastname: Merling
authors.affiliation: Department of Chemistry and ‡Computational Modeling & Simulation Program, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
authors.forename: Peng
authors.identifier: 0000-0002-8188-632X
authors.initials: P
authors.lastname: Liu
authors.affiliation: Department of Chemistry and ‡Computational Modeling & Simulation Program, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
authors.forename: Dennis P
authors.initials: DP
authors.lastname: Curran