3 years ago

Donor-Stabilized Silylene/Phosphine-Supported Carbon(0) Center with High Electron Density

Donor-Stabilized Silylene/Phosphine-Supported Carbon(0) Center with High Electron Density
Tsuyoshi Kato, Thibault Troadec, Romaric Lenk, Nathalie Saffon-Merceron, Daisuke Hashizume, Tatsuya Wasano, Antoine Baceiredo, Yosuke Saito, Norio Nakata, Vicenç Branchadell
An isolable donor-stabilized silavinylidene phosphorane was synthesized. This molecule, which can also be regarded as a new carbon(0) complex featuring a phosphine and a donor-stabilized silylene ligand, presents a central carbon atom with a remarkably high electron density (−1.82). Furthermore, the experimental electron-density study of this compound demonstrates the delocalization of the σ-lone pair at the central carbon atom toward the silicon center, a feature which is remarkably different from electronic situation of other bent-allene-type molecules. This result clearly demonstrates the powerful electron-donating ability of donor-stabilized silylene ligands, as well as their excellent electron-acceptor properties. Generous donors: Donor-stabilized silavinylidene phosphoranes were synthesized and isolated as stable molecules. These new carbon(0) complexes, featuring a phosphine and donor-stabilized silylene (DSS) ligand, present a central carbon atom with a remarkably high electron density (−1.82). This result clearly demonstrates the powerful electron-donating ability of DSS ligands toward atomic carbon.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201702858

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