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Phospha-Wittig Reagents Rediscovered
preprintsubmitted on 27.11.2020, 15:33 and posted on 30.11.2020, 08:44 by Priyanka Gupta, Jan-Erik Siewert, Tim Wellnitz, Malte Fischer, Wolfgang Baumann, Torsten Beweries, Christian Hering-Junghans
Phospha-Wittig reagents, RPPMe3 (R = Mes* 2,4,6-tBu3-C6H2; MesTer 2,6-(2,4,6-Me3C6H2)-C6H3; DipTer 2,6-(2,6-iPr2C6H3)-C6H3), can be considered as phosphine-stabilized phosphinidenes. In this study we show that PMe3 can be displaced by NHCs or NHOs. Interestingly, phosphinidene-like reactivity results in a subsequent C(sp2)-H activation of the exocyclic CH2 in NHOs. This concept was further extended to allyl-apended NHOs, which results in phosphine-substituted allyl species.