Reactivity of B‐Xanthyl N‐Heterocyclic Carbene‐Boranes - Archive ouverte HAL Access content directly
Journal Articles Helvetica Chimica Acta Year : 2019

Reactivity of B‐Xanthyl N‐Heterocyclic Carbene‐Boranes

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Abstract

The synthesis and reactivity of mono and bis-S-xanthyl NHC-boranes is reported. The new NHC-boranes are prepared via nucleophilic exchange at boron from either mono or bis-triflyl NHC–boranes, themselves obtained by protolysis of the NHC–BH3 starting compounds. The B–H bond of the S-xanthyl NHCboranes can be cleaved both homolytically and heterolytically, albeit the latter is more synthetically useful. The S-xanthyl NHC-boranes can reduce both aldehydes and imines. The B–S bond can also be cleaved homolytically. Under UV irradiation, the S-xanthyl NHC-boranes generate NHC–boryl radicals that can initiate radical polymerizations of acrylates.
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Dates and versions

hal-02278558 , version 1 (04-09-2019)

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Anne-Laure Vallet, Sofia Telitel, Jacques Lalevee, Emmanuel Lacôte. Reactivity of B‐Xanthyl N‐Heterocyclic Carbene‐Boranes. Helvetica Chimica Acta, 2019, Epub ahead of print. ⟨10.1002/hlca.201900198⟩. ⟨hal-02278558⟩
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