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Fluorocarbon compatibilized gold-silica nanocomposites for recyclable regioselective hydroamination of alkynes in a fluorous biphasic system

The synthesis and characterization of the mesoporous silica-supported gold (Au@mSiO2) nanoparticles compatibilized with the outer shelled superhydrophobic fluorous (F) “tails” was described. The concept of fluorous biphasic separation was applied in the recycling of the synthesized fluorous material...

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Main Authors:	Merican, Zulkifli, Vu, Bao Khanh, Solovyeva, Vera A., Rodionov, Valentin O., Khe, Cheng Seong, Rajalingam, Sokkalingam, Vasant, Pandian
Format:	Conference Proceeding
Language:	English
Subjects:	Alkynes Chemical synthesis Gold Heptanes Hydrophobicity Nanocomposites Nanoparticles Recyclability Silica Silicon dioxide
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creator	Merican, Zulkifli Vu, Bao Khanh Solovyeva, Vera A. Rodionov, Valentin O. Khe, Cheng Seong Rajalingam, Sokkalingam Vasant, Pandian
description	The synthesis and characterization of the mesoporous silica-supported gold (Au@mSiO2) nanoparticles compatibilized with the outer shelled superhydrophobic fluorous (F) “tails” was described. The concept of fluorous biphasic separation was applied in the recycling of the synthesized fluorous material during hydroamination reactions of various alkynes. In the presence of perfluoromethylcyclohexane and heptane as a biphasic liquid system, the F-Au@mSiO2 was found to be a highly active catalyst for hydroamination of various alkynes with anilines, and a near quantitative yield for an imine product and produced a relatively minimal formation of a corresponding hydrolyzed ketone by-product. If perfluoromethylcyclohexane and heptane was used as a biphasic solvent, hydroamination at a lower reaction temperature can also be realized leading to an improved recyclability and conversion.
doi_str_mv	10.1063/1.4968079
format	conference_proceeding
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source	American Institute of Physics:Jisc Collections:Transitional Journals Agreement 2021-23 (Reading list)
subjects	Alkynes Chemical synthesis Gold Heptanes Hydrophobicity Nanocomposites Nanoparticles Recyclability Silica Silicon dioxide
title	Fluorocarbon compatibilized gold-silica nanocomposites for recyclable regioselective hydroamination of alkynes in a fluorous biphasic system
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