A versatile gold synthon for acetylene C-H bond activation

George C. Fortman; Albert Poater; Jack W. Levell; Sylvain Gaillard; Alexandra M. Z. Slawin; Ifor D. W. Samuel; Luigi Cavallo; Steven P. Nolan

doi:10.1039/c0dt00276c

A versatile gold synthon for acetylene C-H bond activation

George C. Fortman, Albert Poater, Jack W. Levell, Sylvain Gaillard, Alexandra M. Z. Slawin, Ifor D. W. Samuel, Luigi Cavallo, Steven P. Nolan

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

Abstract

The reaction of N, N '-bis(2,6-diisopropylphenyl) imidazol-2-ylidene gold hydroxide ([Au(OH)(IPr)]; 1) with acetylene and trimethylsilylacetylene derivatives cleanly leads to the formation of a gold-acetylide bond with the concomitant formation of water or trimethylsilanol. All compounds were isolated in high yield (> 85%). The crystal structures of selected gold acetylides in conjunction with their UV-vis absorption/emission properties were investigated. Finally, DFT calculations were performed in an attempt to gain an insight into the mechanism of the general reaction.

Original language	English
Pages (from-to)	10382-10390
Number of pages	9
Journal	Dalton Transactions
Volume	39
Issue number	43
DOIs	https://doi.org/10.1039/c0dt00276c
Publication status	Published - 2010

Keywords

RAY CRYSTAL-STRUCTURES
ORGANOMETALLIC COMPLEXES
NONLINEAR OPTICS
PI-COMPLEXES
CATALYSIS
ENERGY
APPROXIMATION
COORDINATION
ALKYNES
PSEUDOPOTENTIALS

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10.1039/c0dt00276c

Molecular assembly using gold catalysis: Molecular assembly using gold catalysis
Nolan, S. P. (PI)
EPSRC
1/01/10 → 31/12/12
Project: Standard

Cite this

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title = "A versatile gold synthon for acetylene C-H bond activation",

abstract = "The reaction of N, N '-bis(2,6-diisopropylphenyl) imidazol-2-ylidene gold hydroxide ([Au(OH)(IPr)]; 1) with acetylene and trimethylsilylacetylene derivatives cleanly leads to the formation of a gold-acetylide bond with the concomitant formation of water or trimethylsilanol. All compounds were isolated in high yield (> 85%). The crystal structures of selected gold acetylides in conjunction with their UV-vis absorption/emission properties were investigated. Finally, DFT calculations were performed in an attempt to gain an insight into the mechanism of the general reaction.",

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author = "Fortman, {George C.} and Albert Poater and Levell, {Jack W.} and Sylvain Gaillard and Slawin, {Alexandra M. Z.} and Samuel, {Ifor D. W.} and Luigi Cavallo and Nolan, {Steven P.}",

year = "2010",

doi = "10.1039/c0dt00276c",

language = "English",

volume = "39",

pages = "10382--10390",

journal = "Dalton Transactions",

issn = "1477-9226",

publisher = "ROYAL SOC CHEMISTRY",

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TY - JOUR

T1 - A versatile gold synthon for acetylene C-H bond activation

AU - Fortman, George C.

AU - Poater, Albert

AU - Levell, Jack W.

AU - Gaillard, Sylvain

AU - Slawin, Alexandra M. Z.

AU - Samuel, Ifor D. W.

AU - Cavallo, Luigi

AU - Nolan, Steven P.

PY - 2010

Y1 - 2010

N2 - The reaction of N, N '-bis(2,6-diisopropylphenyl) imidazol-2-ylidene gold hydroxide ([Au(OH)(IPr)]; 1) with acetylene and trimethylsilylacetylene derivatives cleanly leads to the formation of a gold-acetylide bond with the concomitant formation of water or trimethylsilanol. All compounds were isolated in high yield (> 85%). The crystal structures of selected gold acetylides in conjunction with their UV-vis absorption/emission properties were investigated. Finally, DFT calculations were performed in an attempt to gain an insight into the mechanism of the general reaction.

AB - The reaction of N, N '-bis(2,6-diisopropylphenyl) imidazol-2-ylidene gold hydroxide ([Au(OH)(IPr)]; 1) with acetylene and trimethylsilylacetylene derivatives cleanly leads to the formation of a gold-acetylide bond with the concomitant formation of water or trimethylsilanol. All compounds were isolated in high yield (> 85%). The crystal structures of selected gold acetylides in conjunction with their UV-vis absorption/emission properties were investigated. Finally, DFT calculations were performed in an attempt to gain an insight into the mechanism of the general reaction.

KW - RAY CRYSTAL-STRUCTURES

KW - ORGANOMETALLIC COMPLEXES

KW - NONLINEAR OPTICS

KW - PI-COMPLEXES

KW - CATALYSIS

KW - ENERGY

KW - APPROXIMATION

KW - COORDINATION

KW - ALKYNES

KW - PSEUDOPOTENTIALS

U2 - 10.1039/c0dt00276c

DO - 10.1039/c0dt00276c

M3 - Article

SN - 1477-9226

VL - 39

SP - 10382

EP - 10390

JO - Dalton Transactions

JF - Dalton Transactions

IS - 43

ER -

A versatile gold synthon for acetylene C-H bond activation

Abstract

Keywords

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Projects

Molecular assembly using gold catalysis: Molecular assembly using gold catalysis

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