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

60 Scopus citations

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 (US)
Pages (from-to)	10382-10390
Number of pages	9
Journal	Dalton transactions
Volume	39
Issue number	43
DOIs	https://doi.org/10.1039/c0dt00276c
State	Published - Nov 21 2010
Externally published	Yes

ASJC Scopus subject areas

Inorganic Chemistry

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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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doi = "10.1039/c0dt00276c",

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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 - 2010/11/21

Y1 - 2010/11/21

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.

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U2 - 10.1039/c0dt00276c

DO - 10.1039/c0dt00276c

M3 - Article

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AN - SCOPUS:77956414155

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

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