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N‑Heterocyclic Olefin Stabilized Borenium Cations

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https://figshare.com/articles/dataset/N_Heterocyclic_Olefin_Stabilized_Borenium_Cations/2350585
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The reaction of the N-heterocyclic dicarbene (NHDC) [:C­{[N­(2,6-Pri2C6H3)]2CHCLi­(THF)}]n with iodomethane, in a hexane/THF mixture, affords the ylidic N-heterocyclic olefin NHCCH2 (1; NHC = :C­{N­(2,6-Pri2C6H3)­CH}2) in high yield. The reaction of 1 with BBr3 in hexane gives the neutral compound NHC–CH2:BBr3 (2), which in THF unexpectedly converts to the borenium salt [NHC–CH2:B­{O­(CH2)4Br}2]+[Br]− (3) through ring opening of THF.
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2016-02-18
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