title: The Silicon Version of Phosphine Chalcogenides: Synthesis and Bonding Analysis of Stabilized Heavy Silaaldehydes.
abstract: The synthesis of chalcogena-silaaldehydes (Ch = S, Se, Te), 15, stabilized by interaction with N-heterocylic carbenes (NHCs) is reported. Compounds 15 are formed by reaction of the NHC-stabilized hydridosilylene 13a with elemental chalcogens in moderate yields. X-ray diffraction analysis of all three variants of the chalcogena-silaaldehydes, 15, revealed short Si/Ch distances which are close to expected values for Si═Ch double bonds. The results of natural bond orbital and natural resonance theory analyses indicate strongly polarized Si-Ch bonds and suggest the occurrence of negative hyperconjugation, which is responsible for the short Si/Ch distances. These results indicate the isolobal relation between NHC-stabilized heavy silaaldehydes 15 and the well-known phosphine chalcogenides, R3PCh.
authors: Institute of Chemistry, Carl von Ossietzky University Oldenburg , Carl von Ossietzky-Str. 9-11, 26129 Oldenburg, Federal Republic of Germany.
authors: Dennis
authors: D
authors: Lutters
authors: Institute of Chemistry, Carl von Ossietzky University Oldenburg , Carl von Ossietzky-Str. 9-11, 26129 Oldenburg, Federal Republic of Germany.
authors: Anastasia
authors: A
authors: Merk
authors: Institute of Chemistry, Carl von Ossietzky University Oldenburg , Carl von Ossietzky-Str. 9-11, 26129 Oldenburg, Federal Republic of Germany.
authors: Marc
authors: M
authors: Schmidtmann
authors: Institute of Chemistry, Carl von Ossietzky University Oldenburg , Carl von Ossietzky-Str. 9-11, 26129 Oldenburg, Federal Republic of Germany.
authors: Thomas
authors: T
authors: Müller