- Author
- Laura Falivene, David J Nelson, Stephanie Dupuy, Steven Nolan (UGent) , Albert Poater and Luigi Cavallo
- Organization
- Abstract
- Density functional theory (DFT) calculations were carried out to study the reaction mechanism of the first transmetalation of organosilanes to gold as a cheap fluoride-free process. The versatile gold(I) complex [Au(OH)(IPr)] permits very straightforward access to a series of aryl-, vinyl-, and alkylgold silanolates by reaction with the appropriate silane reagent. These silanolate compounds are key intermediates in a fluoride-free process that results in the net transmetalation of organosilanes to gold, rather than the classic activation of silanes as silicates using external fluoride sources. However, here we propose that the gold silanolate is not the active species (as proposed during experimental studies) but is, in fact, a resting state during the transmetalation process, as a concerted step is preferred.
- Keywords
- homogeneous catalysis, gold catalysis, fluoride-free, DFT calculations, organosilanes, transmetalation, CROSS-COUPLING REACTIONS, OLEFIN METATHESIS, BOND FORMATION, ORGANIC-REACTIONS, BORONIC ACIDS, CATALYSIS, COMPLEXES, ENERGY, PSEUDOPOTENTIALS, APPROXIMATION
Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-8168202
- MLA
- Falivene, Laura, et al. “Mechanism of the Transmetalation of Organosilanes to Gold.” CHEMISTRYOPEN, vol. 5, no. 1, 2016, pp. 60–64, doi:10.1002/open.201500172.
- APA
- Falivene, L., Nelson, D. J., Dupuy, S., Nolan, S., Poater, A., & Cavallo, L. (2016). Mechanism of the transmetalation of organosilanes to gold. CHEMISTRYOPEN, 5(1), 60–64. https://doi.org/10.1002/open.201500172
- Chicago author-date
- Falivene, Laura, David J Nelson, Stephanie Dupuy, Steven Nolan, Albert Poater, and Luigi Cavallo. 2016. “Mechanism of the Transmetalation of Organosilanes to Gold.” CHEMISTRYOPEN 5 (1): 60–64. https://doi.org/10.1002/open.201500172.
- Chicago author-date (all authors)
- Falivene, Laura, David J Nelson, Stephanie Dupuy, Steven Nolan, Albert Poater, and Luigi Cavallo. 2016. “Mechanism of the Transmetalation of Organosilanes to Gold.” CHEMISTRYOPEN 5 (1): 60–64. doi:10.1002/open.201500172.
- Vancouver
- 1.Falivene L, Nelson DJ, Dupuy S, Nolan S, Poater A, Cavallo L. Mechanism of the transmetalation of organosilanes to gold. CHEMISTRYOPEN. 2016;5(1):60–4.
- IEEE
- [1]L. Falivene, D. J. Nelson, S. Dupuy, S. Nolan, A. Poater, and L. Cavallo, “Mechanism of the transmetalation of organosilanes to gold,” CHEMISTRYOPEN, vol. 5, no. 1, pp. 60–64, 2016.
@article{8168202,
abstract = {{Density functional theory (DFT) calculations were carried out to study the reaction mechanism of the first transmetalation of organosilanes to gold as a cheap fluoride-free process. The versatile gold(I) complex [Au(OH)(IPr)] permits very straightforward access to a series of aryl-, vinyl-, and alkylgold silanolates by reaction with the appropriate silane reagent. These silanolate compounds are key intermediates in a fluoride-free process that results in the net transmetalation of organosilanes to gold, rather than the classic activation of silanes as silicates using external fluoride sources. However, here we propose that the gold silanolate is not the active species (as proposed during experimental studies) but is, in fact, a resting state during the transmetalation process, as a concerted step is preferred.}},
author = {{Falivene, Laura and Nelson, David J and Dupuy, Stephanie and Nolan, Steven and Poater, Albert and Cavallo, Luigi}},
issn = {{2191-1363}},
journal = {{CHEMISTRYOPEN}},
keywords = {{homogeneous catalysis,gold catalysis,fluoride-free,DFT calculations,organosilanes,transmetalation,CROSS-COUPLING REACTIONS,OLEFIN METATHESIS,BOND FORMATION,ORGANIC-REACTIONS,BORONIC ACIDS,CATALYSIS,COMPLEXES,ENERGY,PSEUDOPOTENTIALS,APPROXIMATION}},
language = {{eng}},
number = {{1}},
pages = {{60--64}},
title = {{Mechanism of the transmetalation of organosilanes to gold}},
url = {{http://doi.org/10.1002/open.201500172}},
volume = {{5}},
year = {{2016}},
}
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