Nitrogen-Based Lewis Acids Derived from Phosphonium Diazo Cations.

作者: Alexander E. Waked , Rouzbeh Ostadsharif Memar , Douglas W. Stephan

DOI: 10.1002/ANIE.201804183

关键词: ChemistryFrustrated Lewis pairElectron acceptorLewis acids and basesPhosphoniumNitrogenCleavage (embryo)One-electron reductionDiazoMedicinal chemistry

摘要: Reaction of PPh3 and [(p-ClC6 H4 )N2 ][BF4 ] affords )N(PPh3 )][BF4 1, while reaction with (Ph2 PCH2 )2 gave )(NPh2 2. These species confirm the Lewis acidity (PR3 cations at N. In contrast, use bulky phosphines afford [ArN2 (R=tBu 3, Mes 4). Compound 3 undergoes one electron reduction to give stable radical (PtBu3 )]. 5. Combination PtBu3 acts as an FLP effect (SPh)2 cleavage, generating [PhSPtBu3 ]+ . Collectively, these data affirm ability )]+ behave or two acceptors.

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