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The Quest for Stable Silaaldehydes: Synthesis and Reactivity of a Masked Silacarbonyl
Authors:Debotra Sarkar  Dr. Vitaly Nesterov  Dr. Tibor Szilvási  Philipp J. Altmann  Prof. Dr. Shigeyoshi Inoue
Affiliation:1. WACKER-Institute of Silicon Chemistry and, Catalysis Research Center, Technische Universität München, Lichtenbergstraße 4, 85748 Garching bei München, Germany;2. Department of Chemical and Biological Engineering, University of Wisconsin-Madison, 1415 Engineering Drive, Madison, WI, 53706-1607 USA
Abstract:The first donor–acceptor complex of a silaaldehyde, with the general formula (NHC)(Ar)Si(H)OGaCl3 (NHC=N-heterocyclic carbene), was synthesized using the reaction of silyliumylidene–NHC complex [(NHC)2(Ar)Si]Cl with water in the presence of GaCl3. Conversion of this complex to the corresponding silacarboxylate dimer [(NHC)(Ar)SiO2GaCl2]2, free silaacetal ArSi(H)(OR)2, silaacyl chloride (NHC)(Ar)Si(Cl)OGaCl3, and phosphasilene–NHC adduct (NHC)(Ar)Si(H)PTMS unveil its true potential as a synthon in silacarbonyl chemistry.
Keywords:N-heterocyclic carbenes  silaaldehydes  silacarbonyl groups  silanones  silyliumylidenes
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