Nucleophile induced ligand rearrangement reactions of alkoxy- and arylsilanes

Jamie H. Docherty; Andrew P. Dominey; Stephen P. Thomas

doi:10.1016/j.tet.2019.04.062

Nucleophile induced ligand rearrangement reactions of alkoxy- and arylsilanes

Jamie H. Docherty, Andrew P. Dominey, Stephen P. Thomas

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

Abstract

The ligand-redistribution reactions of aryl- and alkoxy-hydrosilanes can potentially cause the formation of gaseous hydrosilanes, which are flammable and pyrophoric. The ability of generic nucleophiles to initiate the ligand-redistribution reaction of commonly used hydrosilane reagents was investigated, alongside methods to hinder and halt the formation of hazardous hydrosilanes. Our results show that the ligand-redistribution reaction can be completely inhibited by common electrophiles and first-row transition metal pre-catalysts.

Original language	English
Journal	Tetrahedron
Early online date	1 May 2019
DOIs	https://doi.org/10.1016/j.tet.2019.04.062
Publication status	E-pub ahead of print - 1 May 2019

Access to Document

10.1016/j.tet.2019.04.062

20190508 Thomas Manuscript_revision1Accepted author manuscript, 1.63 MBLicence: CC BY-NC-ND

https://linkinghub.elsevier.com/retrieve/pii/S0040402019304818

Cite this

@article{b95b6651e505494f9306a220bbdb349b,

title = "Nucleophile induced ligand rearrangement reactions of alkoxy- and arylsilanes",

abstract = "The ligand-redistribution reactions of aryl- and alkoxy-hydrosilanes can potentially cause the formation of gaseous hydrosilanes, which are flammable and pyrophoric. The ability of generic nucleophiles to initiate the ligand-redistribution reaction of commonly used hydrosilane reagents was investigated, alongside methods to hinder and halt the formation of hazardous hydrosilanes. Our results show that the ligand-redistribution reaction can be completely inhibited by common electrophiles and first-row transition metal pre-catalysts.",

author = "Docherty, {Jamie H.} and Dominey, {Andrew P.} and Thomas, {Stephen P.}",

year = "2019",

month = may,

day = "1",

doi = "10.1016/j.tet.2019.04.062",

language = "English",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

}

TY - JOUR

T1 - Nucleophile induced ligand rearrangement reactions of alkoxy- and arylsilanes

AU - Docherty, Jamie H.

AU - Dominey, Andrew P.

AU - Thomas, Stephen P.

PY - 2019/5/1

Y1 - 2019/5/1

N2 - The ligand-redistribution reactions of aryl- and alkoxy-hydrosilanes can potentially cause the formation of gaseous hydrosilanes, which are flammable and pyrophoric. The ability of generic nucleophiles to initiate the ligand-redistribution reaction of commonly used hydrosilane reagents was investigated, alongside methods to hinder and halt the formation of hazardous hydrosilanes. Our results show that the ligand-redistribution reaction can be completely inhibited by common electrophiles and first-row transition metal pre-catalysts.

AB - The ligand-redistribution reactions of aryl- and alkoxy-hydrosilanes can potentially cause the formation of gaseous hydrosilanes, which are flammable and pyrophoric. The ability of generic nucleophiles to initiate the ligand-redistribution reaction of commonly used hydrosilane reagents was investigated, alongside methods to hinder and halt the formation of hazardous hydrosilanes. Our results show that the ligand-redistribution reaction can be completely inhibited by common electrophiles and first-row transition metal pre-catalysts.

U2 - 10.1016/j.tet.2019.04.062

DO - 10.1016/j.tet.2019.04.062

M3 - Article

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

ER -

Nucleophile induced ligand rearrangement reactions of alkoxy- and arylsilanes

Abstract

Access to Document

Fingerprint

Cite this