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

T Troadec; T Wasano; R Lenk; A Baceiredo; N Saffon-Merceron; D Hashizume; Y Saito; N Nakata; V Branchadell; T Kato

doi:10.1002/anie.201702858

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

T Troadec, T Wasano, R Lenk, A Baceiredo, N Saffon-Merceron, D Hashizume, Y Saito, N Nakata, V Branchadell, T Kato

Research output: Contribution to journal › Article › Research › peer-review

10 Citations (Scopus)

Abstract

© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 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.

Original language	English
Pages (from-to)	6891-6895
Journal	Angewandte Chemie - International Edition
Volume	56
Issue number	24
DOIs	https://doi.org/10.1002/anie.201702858
Publication status	Published - 1 Jan 2017

Keywords

allenes
density functional calculations
silylenes
structure elucidation
ylides

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@article{f82ece3c8ddc4f7a98497ea162feae28,

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

abstract = "{\textcopyright} 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 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.",

keywords = "allenes, density functional calculations, silylenes, structure elucidation, ylides",

author = "T Troadec and T Wasano and R Lenk and A Baceiredo and N Saffon-Merceron and D Hashizume and Y Saito and N Nakata and V Branchadell and T Kato",

year = "2017",

month = jan,

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doi = "10.1002/anie.201702858",

language = "English",

volume = "56",

pages = "6891--6895",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "24",

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Donor-Stabilized Silylene/Phosphine-Supported Carbon(0) Center with High Electron Density. / Troadec, T; Wasano, T; Lenk, R; Baceiredo, A; Saffon-Merceron, N; Hashizume, D; Saito, Y; Nakata, N; Branchadell, V; Kato, T.

In: Angewandte Chemie - International Edition, Vol. 56, No. 24, 01.01.2017, p. 6891-6895.

Research output: Contribution to journal › Article › Research › peer-review

TY - JOUR

T1 - Donor-Stabilized Silylene/Phosphine-Supported Carbon(0) Center with High Electron Density

AU - Troadec, T

AU - Wasano, T

AU - Lenk, R

AU - Baceiredo, A

AU - Saffon-Merceron, N

AU - Hashizume, D

AU - Saito, Y

AU - Nakata, N

AU - Branchadell, V

AU - Kato, T

PY - 2017/1/1

Y1 - 2017/1/1

N2 - © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 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.

AB - © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 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.

KW - allenes

KW - density functional calculations

KW - silylenes

KW - structure elucidation

KW - ylides

U2 - 10.1002/anie.201702858

DO - 10.1002/anie.201702858

M3 - Article

VL - 56

SP - 6891

EP - 6895

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

SN - 1433-7851

IS - 24

ER -