Perrhenic acid as catalyst for hydrosilylation of aldehydes and ketones and dehydrogenative silylation of alcohols

Patrícia M. Reis; Beatriz Royo

doi:10.1016/j.catcom.2006.10.023

Perrhenic acid as catalyst for hydrosilylation of aldehydes and ketones and dehydrogenative silylation of alcohols

Patrícia M. Reis, Beatriz Royo

Instituto de Tecnologia Química e Biológica António Xavier (ITQB)

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

31 Citations (Scopus)

Abstract

Hydrosilylation of aldehydes and ketones with dimethylphenylsilane was catalyzed by perrhenic acid, HReO₄, to give silylated ethers in good yields. These hydrosilylation reactions appear to be radical processes, since they were inhibited in the presence of 5,5-dimethyl-4,5-dihydro-3H-pyrrole-N-oxide (DMPO) and Ph₂NH, two well-known radical scavengers. Perrhenic acid also catalyzes the dehydrogenative silylation of alcohols in neat conditions at 25 °C. It is selective for the silylation of hydroxyl groups in the presence of alkenes and alkyl halides (RCl).

Original language	English
Pages (from-to)	1057-1059
Number of pages	3
Journal	Catalysis Communications
Volume	8
Issue number	7
DOIs	https://doi.org/10.1016/j.catcom.2006.10.023
Publication status	Published - 1 Jul 2007

Keywords

Dehydrogenative silylation
Hydrosilylation
Oxides
Perrhenic acid
Rhenium

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10.1016/j.catcom.2006.10.023

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title = "Perrhenic acid as catalyst for hydrosilylation of aldehydes and ketones and dehydrogenative silylation of alcohols",

abstract = "Hydrosilylation of aldehydes and ketones with dimethylphenylsilane was catalyzed by perrhenic acid, HReO4, to give silylated ethers in good yields. These hydrosilylation reactions appear to be radical processes, since they were inhibited in the presence of 5,5-dimethyl-4,5-dihydro-3H-pyrrole-N-oxide (DMPO) and Ph2NH, two well-known radical scavengers. Perrhenic acid also catalyzes the dehydrogenative silylation of alcohols in neat conditions at 25 °C. It is selective for the silylation of hydroxyl groups in the presence of alkenes and alkyl halides (RCl).",

keywords = "Dehydrogenative silylation, Hydrosilylation, Oxides, Perrhenic acid, Rhenium",

author = "Reis, {Patr{\'i}cia M.} and Beatriz Royo",

note = "This work was supported by FCT through Project POCI/QUI/55586/2004. P.M. Reis thanks FCT for a postdoctoral grant.",

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doi = "10.1016/j.catcom.2006.10.023",

language = "English",

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journal = "Catalysis Communications",

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publisher = "Elsevier Science B.V., Amsterdam.",

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TY - JOUR

T1 - Perrhenic acid as catalyst for hydrosilylation of aldehydes and ketones and dehydrogenative silylation of alcohols

AU - Reis, Patrícia M.

AU - Royo, Beatriz

N1 - This work was supported by FCT through Project POCI/QUI/55586/2004. P.M. Reis thanks FCT for a postdoctoral grant.

PY - 2007/7/1

Y1 - 2007/7/1

N2 - Hydrosilylation of aldehydes and ketones with dimethylphenylsilane was catalyzed by perrhenic acid, HReO4, to give silylated ethers in good yields. These hydrosilylation reactions appear to be radical processes, since they were inhibited in the presence of 5,5-dimethyl-4,5-dihydro-3H-pyrrole-N-oxide (DMPO) and Ph2NH, two well-known radical scavengers. Perrhenic acid also catalyzes the dehydrogenative silylation of alcohols in neat conditions at 25 °C. It is selective for the silylation of hydroxyl groups in the presence of alkenes and alkyl halides (RCl).

AB - Hydrosilylation of aldehydes and ketones with dimethylphenylsilane was catalyzed by perrhenic acid, HReO4, to give silylated ethers in good yields. These hydrosilylation reactions appear to be radical processes, since they were inhibited in the presence of 5,5-dimethyl-4,5-dihydro-3H-pyrrole-N-oxide (DMPO) and Ph2NH, two well-known radical scavengers. Perrhenic acid also catalyzes the dehydrogenative silylation of alcohols in neat conditions at 25 °C. It is selective for the silylation of hydroxyl groups in the presence of alkenes and alkyl halides (RCl).

KW - Dehydrogenative silylation

KW - Hydrosilylation

KW - Oxides

KW - Perrhenic acid

KW - Rhenium

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U2 - 10.1016/j.catcom.2006.10.023

DO - 10.1016/j.catcom.2006.10.023

M3 - Article

AN - SCOPUS:34248142221

VL - 8

SP - 1057

EP - 1059

JO - Catalysis Communications

JF - Catalysis Communications

SN - 1566-7367

IS - 7

ER -

Perrhenic acid as catalyst for hydrosilylation of aldehydes and ketones and dehydrogenative silylation of alcohols

Abstract

Keywords

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