Exceptionally Strong Electron-Donating Ability of Bora-Ylide Substituent vis-à-vis Silylene and Silylium Ion

Alfredo Rosas-Sánchez; Isabel Alvarado-Beltran; Antoine Baceiredo; Nathalie Saffon-Merceron; Stéphane Massou; Vicenç Branchadell; Tsuyoshi Kato

doi:10.1002/anie.201705302

Exceptionally Strong Electron-Donating Ability of Bora-Ylide Substituent vis-à-vis Silylene and Silylium Ion

Alfredo Rosas-Sánchez, Isabel Alvarado-Beltran, Antoine Baceiredo, Nathalie Saffon-Merceron, Stéphane Massou, Vicenç Branchadell, Tsuyoshi Kato

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

20 Citations (Scopus)

Abstract

© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Electropositive boron-based substituent (phosphonium bora-ylide) with an exceptionally strong π- and σ-electron donating character dramatically increases the stability of a new type of N-heterocyclic silylene 2 featuring amino- and bora-ylide-substituents. Moreover, the related silylium ion 4 and transition-metal–silylene complexes, with trigonal-planar geometries around the silicon center, are also well stabilized. Therefore, the N,B-heterocyclic silylene 2 can be used as a strongly electron-donating innocent ligand in coordination chemistry similarly to N-heterocyclic carbenes.

Original language	English
Pages (from-to)	10549-10554
Journal	Angewandte Chemie - International Edition
Volume	56
Issue number	35
DOIs	https://doi.org/10.1002/anie.201705302
Publication status	Published - 1 Jan 2017

Keywords

bora-ylides
coordination chemistry
ligands
silylenes
silylium ion

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title = "Exceptionally Strong Electron-Donating Ability of Bora-Ylide Substituent vis-{\`a}-vis Silylene and Silylium Ion",

abstract = "{\textcopyright} 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Electropositive boron-based substituent (phosphonium bora-ylide) with an exceptionally strong π- and σ-electron donating character dramatically increases the stability of a new type of N-heterocyclic silylene 2 featuring amino- and bora-ylide-substituents. Moreover, the related silylium ion 4 and transition-metal–silylene complexes, with trigonal-planar geometries around the silicon center, are also well stabilized. Therefore, the N,B-heterocyclic silylene 2 can be used as a strongly electron-donating innocent ligand in coordination chemistry similarly to N-heterocyclic carbenes.",

keywords = "bora-ylides, coordination chemistry, ligands, silylenes, silylium ion",

author = "Alfredo Rosas-S{\'a}nchez and Isabel Alvarado-Beltran and Antoine Baceiredo and Nathalie Saffon-Merceron and St{\'e}phane Massou and Vicen{\c c} Branchadell and Tsuyoshi Kato",

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doi = "10.1002/anie.201705302",

language = "English",

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journal = "Angewandte Chemie - International Edition",

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publisher = "John Wiley and Sons Ltd",

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Exceptionally Strong Electron-Donating Ability of Bora-Ylide Substituent vis-à-vis Silylene and Silylium Ion. / Rosas-Sánchez, Alfredo; Alvarado-Beltran, Isabel; Baceiredo, Antoine; Saffon-Merceron, Nathalie; Massou, Stéphane; Branchadell, Vicenç; Kato, Tsuyoshi.

In: Angewandte Chemie - International Edition, Vol. 56, No. 35, 01.01.2017, p. 10549-10554.

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

TY - JOUR

T1 - Exceptionally Strong Electron-Donating Ability of Bora-Ylide Substituent vis-à-vis Silylene and Silylium Ion

AU - Rosas-Sánchez, Alfredo

AU - Alvarado-Beltran, Isabel

AU - Baceiredo, Antoine

AU - Saffon-Merceron, Nathalie

AU - Massou, Stéphane

AU - Branchadell, Vicenç

AU - Kato, Tsuyoshi

PY - 2017/1/1

Y1 - 2017/1/1

N2 - © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Electropositive boron-based substituent (phosphonium bora-ylide) with an exceptionally strong π- and σ-electron donating character dramatically increases the stability of a new type of N-heterocyclic silylene 2 featuring amino- and bora-ylide-substituents. Moreover, the related silylium ion 4 and transition-metal–silylene complexes, with trigonal-planar geometries around the silicon center, are also well stabilized. Therefore, the N,B-heterocyclic silylene 2 can be used as a strongly electron-donating innocent ligand in coordination chemistry similarly to N-heterocyclic carbenes.

AB - © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Electropositive boron-based substituent (phosphonium bora-ylide) with an exceptionally strong π- and σ-electron donating character dramatically increases the stability of a new type of N-heterocyclic silylene 2 featuring amino- and bora-ylide-substituents. Moreover, the related silylium ion 4 and transition-metal–silylene complexes, with trigonal-planar geometries around the silicon center, are also well stabilized. Therefore, the N,B-heterocyclic silylene 2 can be used as a strongly electron-donating innocent ligand in coordination chemistry similarly to N-heterocyclic carbenes.

KW - bora-ylides

KW - coordination chemistry

KW - ligands

KW - silylenes

KW - silylium ion

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DO - 10.1002/anie.201705302

M3 - Article

VL - 56

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

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