Rhenium(VII) oxide/aluminum oxide: More experimental evidence for an oxametallacyclobutane intermediate and a pseudo-Wittig initiation step in olefin metathesis

Alain Salameh; Christophe Copéret; Jean Marie Basset; Volker P.W. Böhm; Michael Róper

doi:10.1002/adsc.200600440

Rhenium(VII) oxide/aluminum oxide: More experimental evidence for an oxametallacyclobutane intermediate and a pseudo-Wittig initiation step in olefin metathesis

Alain Salameh, Christophe Copéret^*, Jean Marie Basset, Volker P.W. Böhm, Michael Róper

^*Corresponding author for this work

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

64 Scopus citations

Abstract

Reactivity studies of the rhenium(VII) oxide/aluminum oxide olefin metathesis catalyst with various olefins show that initiation does not require an olefin with an allylic C-H bond, and therefore probably takes place via a pseudo-Wittig reaction. While it does not react with ethene in the absence of propene, Re₂O₇/Al₂O₃ catalyses the self-metathesis of Z-stilbene and its cross-metathesis with ethene.Additionally, reaction of Re₂O₇/Al₂O₃ with Z-2-butene followed by ¹³C di-labelled ethene shows that it contains only 2% of active sites.

Original language	English (US)
Pages (from-to)	238-242
Number of pages	5
Journal	Advanced Synthesis and Catalysis
Volume	349
Issue number	1-2
DOIs	https://doi.org/10.1002/adsc.200600440
State	Published - Jan 2007
Externally published	Yes

Keywords

Initiation
Olefin metathesis catalyst
Pseudo-Wittig reaction
Rhenium(VII) oxide/aluminum oxide

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.200600440

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title = "Rhenium(VII) oxide/aluminum oxide: More experimental evidence for an oxametallacyclobutane intermediate and a pseudo-Wittig initiation step in olefin metathesis",

abstract = "Reactivity studies of the rhenium(VII) oxide/aluminum oxide olefin metathesis catalyst with various olefins show that initiation does not require an olefin with an allylic C-H bond, and therefore probably takes place via a pseudo-Wittig reaction. While it does not react with ethene in the absence of propene, Re2O7/Al2O3 catalyses the self-metathesis of Z-stilbene and its cross-metathesis with ethene.Additionally, reaction of Re2O7/Al2O3 with Z-2-butene followed by 13C di-labelled ethene shows that it contains only 2% of active sites.",

keywords = "Initiation, Olefin metathesis catalyst, Pseudo-Wittig reaction, Rhenium(VII) oxide/aluminum oxide",

author = "Alain Salameh and Christophe Cop{\'e}ret and Basset, {Jean Marie} and B{\"o}hm, {Volker P.W.} and Michael R{\'o}per",

year = "2007",

month = jan,

doi = "10.1002/adsc.200600440",

language = "English (US)",

volume = "349",

pages = "238--242",

journal = "Advanced Synthesis and Catalysis",

issn = "1615-4150",

publisher = "Wiley",

number = "1-2",

}

Rhenium(VII) oxide/aluminum oxide: More experimental evidence for an oxametallacyclobutane intermediate and a pseudo-Wittig initiation step in olefin metathesis. / Salameh, Alain; Copéret, Christophe; Basset, Jean Marie et al.
In: Advanced Synthesis and Catalysis, Vol. 349, No. 1-2, 01.2007, p. 238-242.

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

TY - JOUR

T1 - Rhenium(VII) oxide/aluminum oxide

T2 - More experimental evidence for an oxametallacyclobutane intermediate and a pseudo-Wittig initiation step in olefin metathesis

AU - Salameh, Alain

AU - Copéret, Christophe

AU - Basset, Jean Marie

AU - Böhm, Volker P.W.

AU - Róper, Michael

PY - 2007/1

Y1 - 2007/1

N2 - Reactivity studies of the rhenium(VII) oxide/aluminum oxide olefin metathesis catalyst with various olefins show that initiation does not require an olefin with an allylic C-H bond, and therefore probably takes place via a pseudo-Wittig reaction. While it does not react with ethene in the absence of propene, Re2O7/Al2O3 catalyses the self-metathesis of Z-stilbene and its cross-metathesis with ethene.Additionally, reaction of Re2O7/Al2O3 with Z-2-butene followed by 13C di-labelled ethene shows that it contains only 2% of active sites.

AB - Reactivity studies of the rhenium(VII) oxide/aluminum oxide olefin metathesis catalyst with various olefins show that initiation does not require an olefin with an allylic C-H bond, and therefore probably takes place via a pseudo-Wittig reaction. While it does not react with ethene in the absence of propene, Re2O7/Al2O3 catalyses the self-metathesis of Z-stilbene and its cross-metathesis with ethene.Additionally, reaction of Re2O7/Al2O3 with Z-2-butene followed by 13C di-labelled ethene shows that it contains only 2% of active sites.

KW - Initiation

KW - Olefin metathesis catalyst

KW - Pseudo-Wittig reaction

KW - Rhenium(VII) oxide/aluminum oxide

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DO - 10.1002/adsc.200600440

M3 - Article

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SN - 1615-4150

VL - 349

SP - 238

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JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

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ER -

Rhenium(VII) oxide/aluminum oxide: More experimental evidence for an oxametallacyclobutane intermediate and a pseudo-Wittig initiation step in olefin metathesis

Abstract

Keywords

ASJC Scopus subject areas

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