First examples of gold nanoparticles catalyzed silane alcoholysis and silylative pinacol coupling of carbonyl compounds

Patrizio Raffa; Claudio Evangelisti; Giovanni Vitulli; Piero Salvadori

doi:10.1016/j.tetlet.2008.03.092

First examples of gold nanoparticles catalyzed silane alcoholysis and silylative pinacol coupling of carbonyl compounds

Patrizio Raffa^*, Claudio Evangelisti, Giovanni Vitulli, Piero Salvadori

^*Corresponding author for this work

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

42 Citations (Scopus)

Abstract

In this Letter, we illustrate the first catalytic application of supported Au nanoparticles in silane alcoholysis. The reaction proceeds with low amount of catalysts, under solvent free conditions for liquid substrates, without additional ligands and in a very selective way for primary alcohols in the examined cases. Additionally, a gold catalyzed silylative pinacol coupling of carbonyl compound is observed for the first time and some hypotheses about the reaction mechanism are given. (c) 2008 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	3221-3224
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	20
DOIs	https://doi.org/10.1016/j.tetlet.2008.03.092
Publication status	Published - 12-May-2008
Externally published	Yes

Keywords

gold nanoparticles
catalysis
hydrosilanes
alcoholysis
pinacol coupling
SELECTIVE HYDROSILYLATION
COMPLEXES

Access to Document

10.1016/j.tetlet.2008.03.092

Cite this

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title = "First examples of gold nanoparticles catalyzed silane alcoholysis and silylative pinacol coupling of carbonyl compounds",

abstract = "In this Letter, we illustrate the first catalytic application of supported Au nanoparticles in silane alcoholysis. The reaction proceeds with low amount of catalysts, under solvent free conditions for liquid substrates, without additional ligands and in a very selective way for primary alcohols in the examined cases. Additionally, a gold catalyzed silylative pinacol coupling of carbonyl compound is observed for the first time and some hypotheses about the reaction mechanism are given. (c) 2008 Elsevier Ltd. All rights reserved.",

keywords = "gold nanoparticles, catalysis, hydrosilanes, alcoholysis, pinacol coupling, SELECTIVE HYDROSILYLATION, COMPLEXES",

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AU - Raffa, Patrizio

AU - Evangelisti, Claudio

AU - Vitulli, Giovanni

AU - Salvadori, Piero

PY - 2008/5/12

Y1 - 2008/5/12

N2 - In this Letter, we illustrate the first catalytic application of supported Au nanoparticles in silane alcoholysis. The reaction proceeds with low amount of catalysts, under solvent free conditions for liquid substrates, without additional ligands and in a very selective way for primary alcohols in the examined cases. Additionally, a gold catalyzed silylative pinacol coupling of carbonyl compound is observed for the first time and some hypotheses about the reaction mechanism are given. (c) 2008 Elsevier Ltd. All rights reserved.

AB - In this Letter, we illustrate the first catalytic application of supported Au nanoparticles in silane alcoholysis. The reaction proceeds with low amount of catalysts, under solvent free conditions for liquid substrates, without additional ligands and in a very selective way for primary alcohols in the examined cases. Additionally, a gold catalyzed silylative pinacol coupling of carbonyl compound is observed for the first time and some hypotheses about the reaction mechanism are given. (c) 2008 Elsevier Ltd. All rights reserved.

KW - gold nanoparticles

KW - catalysis

KW - hydrosilanes

KW - alcoholysis

KW - pinacol coupling

KW - SELECTIVE HYDROSILYLATION

KW - COMPLEXES

U2 - 10.1016/j.tetlet.2008.03.092

DO - 10.1016/j.tetlet.2008.03.092

M3 - Article

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SP - 3221

EP - 3224

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

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ER -