Abstract
The frustrated Lewis pair (FLP) derived from the trityl cation and (o-tolyl)3P effects the activation of 1,4-cyclohexadiene and 1-bromo-4-ethynylbenzene and heterolytically cleaves the S-S bond of diphenyl disulfide. The FLP also captures pentafluorophenyl azide as the Staudinger reaction intermediate, a species that reacts with Ph3SiH to give the silyl analog.
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