Alkene metathesis catalysed by [WBr2(CO)2(dienel)]/AlCl2Et

Jack L. Davidson; Giuseppe Vasapollo; C. Francesco Nobile; Adriano Sacco

Alkene metathesis catalysed by [WBr₂(CO)₂(dienel)]/AlCl₂Et

Jack L. Davidson, Giuseppe Vasapollo, C. Francesco Nobile, Adriano Sacco

School of Engineering & Physical Sciences

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

3 Citations (Scopus)

Abstract

[WBr₂(CO)₂(diene)]/AlCl₂Et mixtures promote metathesis of cis-2-pentene to give 2-butene and 3-hexene. For diene = norbornadiene the reaction is catalytic, and is accompanied by cis to trans isomerisation of the 2-pentene, whereas for diene = 1,5-cyclooctadiene or cyclooctatetraene the metathesis is essentially stoicheiometric. The same complexes catalyze the metathesis of trans-2-pentene to give 2-butene and 3-hexene, but at approximately twice the rate observed for the cis-alkene. [WBr₂(CO)₂(diene)]/AlCl₂Et mixtures also catalyse the metathesis of 1,7-octadiene to give cyclohexene and ethene. The intermediacy of metal carbene derivatives in such reactions is supported by the reactions of [WBr₂(CO)₂(norbornadiene)] with alkylating agents SiMe₄ and MeMgBr which give methane, whereas [WBr₂(CO)₂(norbornadiene)] and AlCl₂Et in the absence of alkenes gave virtually stoicheiometric amounts of ethane. © 1989.

Original language	English
Pages (from-to)	297-302
Number of pages	6
Journal	Journal of Organometallic Chemistry
Volume	371
Issue number	3
Publication status	Published - 1 Aug 1989

Cite this

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title = "Alkene metathesis catalysed by [WBr2(CO)2(dienel)]/AlCl2Et",

abstract = "[WBr2(CO)2(diene)]/AlCl2Et mixtures promote metathesis of cis-2-pentene to give 2-butene and 3-hexene. For diene = norbornadiene the reaction is catalytic, and is accompanied by cis to trans isomerisation of the 2-pentene, whereas for diene = 1,5-cyclooctadiene or cyclooctatetraene the metathesis is essentially stoicheiometric. The same complexes catalyze the metathesis of trans-2-pentene to give 2-butene and 3-hexene, but at approximately twice the rate observed for the cis-alkene. [WBr2(CO)2(diene)]/AlCl2Et mixtures also catalyse the metathesis of 1,7-octadiene to give cyclohexene and ethene. The intermediacy of metal carbene derivatives in such reactions is supported by the reactions of [WBr2(CO)2(norbornadiene)] with alkylating agents SiMe4 and MeMgBr which give methane, whereas [WBr2(CO)2(norbornadiene)] and AlCl2Et in the absence of alkenes gave virtually stoicheiometric amounts of ethane. {\textcopyright} 1989.",

author = "Davidson, {Jack L.} and Giuseppe Vasapollo and Nobile, {C. Francesco} and Adriano Sacco",

year = "1989",

month = aug,

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language = "English",

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pages = "297--302",

journal = "Journal of Organometallic Chemistry",

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T1 - Alkene metathesis catalysed by [WBr2(CO)2(dienel)]/AlCl2Et

AU - Davidson, Jack L.

AU - Vasapollo, Giuseppe

AU - Nobile, C. Francesco

AU - Sacco, Adriano

PY - 1989/8/1

Y1 - 1989/8/1

N2 - [WBr2(CO)2(diene)]/AlCl2Et mixtures promote metathesis of cis-2-pentene to give 2-butene and 3-hexene. For diene = norbornadiene the reaction is catalytic, and is accompanied by cis to trans isomerisation of the 2-pentene, whereas for diene = 1,5-cyclooctadiene or cyclooctatetraene the metathesis is essentially stoicheiometric. The same complexes catalyze the metathesis of trans-2-pentene to give 2-butene and 3-hexene, but at approximately twice the rate observed for the cis-alkene. [WBr2(CO)2(diene)]/AlCl2Et mixtures also catalyse the metathesis of 1,7-octadiene to give cyclohexene and ethene. The intermediacy of metal carbene derivatives in such reactions is supported by the reactions of [WBr2(CO)2(norbornadiene)] with alkylating agents SiMe4 and MeMgBr which give methane, whereas [WBr2(CO)2(norbornadiene)] and AlCl2Et in the absence of alkenes gave virtually stoicheiometric amounts of ethane. © 1989.

AB - [WBr2(CO)2(diene)]/AlCl2Et mixtures promote metathesis of cis-2-pentene to give 2-butene and 3-hexene. For diene = norbornadiene the reaction is catalytic, and is accompanied by cis to trans isomerisation of the 2-pentene, whereas for diene = 1,5-cyclooctadiene or cyclooctatetraene the metathesis is essentially stoicheiometric. The same complexes catalyze the metathesis of trans-2-pentene to give 2-butene and 3-hexene, but at approximately twice the rate observed for the cis-alkene. [WBr2(CO)2(diene)]/AlCl2Et mixtures also catalyse the metathesis of 1,7-octadiene to give cyclohexene and ethene. The intermediacy of metal carbene derivatives in such reactions is supported by the reactions of [WBr2(CO)2(norbornadiene)] with alkylating agents SiMe4 and MeMgBr which give methane, whereas [WBr2(CO)2(norbornadiene)] and AlCl2Et in the absence of alkenes gave virtually stoicheiometric amounts of ethane. © 1989.

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M3 - Article

SN - 0022-328X

VL - 371

SP - 297

EP - 302

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 3

ER -

Alkene metathesis catalysed by [WBr₂(CO)₂(dienel)]/AlCl₂Et

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