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Hydroboration of Arynes with N‐Heterocyclic Carbene Boranes |
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| Authors: | Dr Tsuyoshi Taniguchi Prof?Dr Dennis P Curran |
| Affiliation: | 1. School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kakuma‐machi, Kanazawa 920‐1192 (Japan);2. Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260 (USA) |
| Abstract: | Arynes were generated in situ from ortho‐silyl aryl triflates and fluoride ions in the presence of stable N‐heterocyclic carbene boranes (NHC? BH3). Spontaneous hydroboration ensued to provide stable B‐aryl‐substituted NHC‐boranes (NHC? BH2Ar). The reaction shows good scope in terms of both the NHC‐borane and aryne components and provides direct access to mono‐ and disubstituted NHC‐boranes. The formation of unusual ortho regioisomers in the hydroboration of arynes with an electron‐withdrawing group supports a hydroboration process with hydride‐transfer character. |
| Keywords: | arynes boranes hydroboration main‐group chemistry N‐heterocyclic carbenes |
