Polarity reversal catalysis in radical reductions of halides by N-heterocyclic carbene boranes

…, E Lacôte, J Lalevée, DP Curran

文献索引：Pan, Xiangcheng; Lacote, Emmanuel; Lalevee, Jacques; Curran, Dennis P. Journal of the American Chemical Society, 2012 , vol. 134, # 12 p. 5669 - 5674

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被引用次数: 65

摘要

Otherwise sluggish or completely ineffective radical reductions of alkyl and aryl halides by N- heterocyclic carbene boranes (NHC-boranes) are catalyzed by thiols. Reductions and reductive cyclizations with readily available 1, 3-dimethylimidazol-2-ylidene borane and a water-soluble triazole relative are catalyzed by thiophenol and tert-dodecanethiol [C9H19C (CH3) 2SH]. Rate constants for reaction of the phenylthiyl (PhS•) radical with two NHC- ...