Osmium silsesquioxane as model compound and homogeneous catalyst for the dihydroxylation of alkenes

PP Pescarmona; AF Masters; JC van der Waal; T Maschmeyer

doi:10.1016/j.molcata.2004.03.048

Osmium silsesquioxane as model compound and homogeneous catalyst for the dihydroxylation of alkenes

PP Pescarmona
, AF Masters
, JC van der Waal
, T Maschmeyer^*

^*Corresponding author for this work

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

38 Citations (Scopus)

Abstract

A homogeneous dihydroxylation catalyst was synthesised by complexation of osmium tetroxide (OsO4) with a silsesquioxane ligand containing a tetrasubstituted olefin moiety. The advantage of this procedure consists in avoiding the presence of the highly toxic and volatile OsO4 in solution during the dihydroxylation reaction. The Os-silsesquioxane complex was used as a homogeneous catalyst and as a model of the catalytic site of the heterogeneous analogue. The homogeneous catalyst gave 84% conversion with 99% selectivity for the dihydroxylation of cyclopentene and 99% conversion with 99% selectivity for the dihydroxylation of cyclohexene. (C) 2004 Elsevier B.V. All rights reserved.

Original language	English
Pages (from-to)	37-42
Number of pages	6
Journal	Journal of Molecular Catalysis A-Chemical
Volume	220
Issue number	1
DOIs	https://doi.org/10.1016/j.molcata.2004.03.048
Publication status	Published - 27-Sept-2004
Externally published	Yes

Keywords

dihydroxylation of alkenes
osmium tetroxide
silsesquioxanes
homogeneous catalysis
model compound
EPOXIDATION CATALYST
HYDROXYLATION
OLEFINS
MCM-41

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title = "Osmium silsesquioxane as model compound and homogeneous catalyst for the dihydroxylation of alkenes",

abstract = "A homogeneous dihydroxylation catalyst was synthesised by complexation of osmium tetroxide (OsO4) with a silsesquioxane ligand containing a tetrasubstituted olefin moiety. The advantage of this procedure consists in avoiding the presence of the highly toxic and volatile OsO4 in solution during the dihydroxylation reaction. The Os-silsesquioxane complex was used as a homogeneous catalyst and as a model of the catalytic site of the heterogeneous analogue. The homogeneous catalyst gave 84\% conversion with 99\% selectivity for the dihydroxylation of cyclopentene and 99\% conversion with 99\% selectivity for the dihydroxylation of cyclohexene. (C) 2004 Elsevier B.V. All rights reserved.",

keywords = "dihydroxylation of alkenes, osmium tetroxide, silsesquioxanes, homogeneous catalysis, model compound, EPOXIDATION CATALYST, HYDROXYLATION, OLEFINS, MCM-41",

author = "PP Pescarmona and AF Masters and \{van der Waal\}, JC and T Maschmeyer",

year = "2004",

month = sep,

day = "27",

doi = "10.1016/j.molcata.2004.03.048",

language = "English",

volume = "220",

pages = "37--42",

journal = "Journal of Molecular Catalysis A-Chemical",

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TY - JOUR

T1 - Osmium silsesquioxane as model compound and homogeneous catalyst for the dihydroxylation of alkenes

AU - Pescarmona, PP

AU - Masters, AF

AU - van der Waal, JC

AU - Maschmeyer, T

PY - 2004/9/27

Y1 - 2004/9/27

N2 - A homogeneous dihydroxylation catalyst was synthesised by complexation of osmium tetroxide (OsO4) with a silsesquioxane ligand containing a tetrasubstituted olefin moiety. The advantage of this procedure consists in avoiding the presence of the highly toxic and volatile OsO4 in solution during the dihydroxylation reaction. The Os-silsesquioxane complex was used as a homogeneous catalyst and as a model of the catalytic site of the heterogeneous analogue. The homogeneous catalyst gave 84% conversion with 99% selectivity for the dihydroxylation of cyclopentene and 99% conversion with 99% selectivity for the dihydroxylation of cyclohexene. (C) 2004 Elsevier B.V. All rights reserved.

AB - A homogeneous dihydroxylation catalyst was synthesised by complexation of osmium tetroxide (OsO4) with a silsesquioxane ligand containing a tetrasubstituted olefin moiety. The advantage of this procedure consists in avoiding the presence of the highly toxic and volatile OsO4 in solution during the dihydroxylation reaction. The Os-silsesquioxane complex was used as a homogeneous catalyst and as a model of the catalytic site of the heterogeneous analogue. The homogeneous catalyst gave 84% conversion with 99% selectivity for the dihydroxylation of cyclopentene and 99% conversion with 99% selectivity for the dihydroxylation of cyclohexene. (C) 2004 Elsevier B.V. All rights reserved.

KW - dihydroxylation of alkenes

KW - osmium tetroxide

KW - silsesquioxanes

KW - homogeneous catalysis

KW - model compound

KW - EPOXIDATION CATALYST

KW - HYDROXYLATION

KW - OLEFINS

KW - MCM-41

U2 - 10.1016/j.molcata.2004.03.048

DO - 10.1016/j.molcata.2004.03.048

M3 - Article

SN - 1381-1169

VL - 220

SP - 37

EP - 42

JO - Journal of Molecular Catalysis A-Chemical

JF - Journal of Molecular Catalysis A-Chemical

IS - 1

ER -

Osmium silsesquioxane as model compound and homogeneous catalyst for the dihydroxylation of alkenes

Abstract

Keywords

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