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Cyclic Amino(Ylide) Silylene: A Stable Heterocyclic Silylene with Strongly Electron‐Donating Character
Authors:Dr Isabel Alvarado‐Beltran  Dr Antoine Baceiredo  Dr Nathalie Saffon‐Merceron  Prof Vicenç Branchadell  Dr Tsuyoshi Kato
Institution:1. http://hfa.ups‐tlse.fr;2. Université de Toulouse, UPS, and CNRS, LHFA UMR 5069, Toulouse cedex 9, France;3. Université de Toulouse, UPS, ICT-FR2599, Toulouse cedex 9, France;4. Departament de Química, Universitat Autònoma de Barcelona, Bellaterra, Spain
Abstract:An isolable heterocyclic silylene ( 4 ) with two different π‐donating substituents, namely a classical amino group and a more electropositive and stronger carbon‐based π‐donating phosphonium ylide, was synthesized and fully characterized. The combination of these two different π‐donating substituents confers high thermal stability and an unusual nucleophilic character on silylene 4 . Therefore, silylene 4 behaves as a strong donor ligand toward transition metals with a donating character comparable to N‐heterocyclic carbenes, in contrast to classical N‐heterocyclic silylenes, which generally present a weak donating character.
Keywords:heterocycles  ligand design  ligand effects  main-group chemistry  silylenes
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