Specialty chemicals via olefin metathesis

Banks, R. L.; Banaslak, D.S.; Hudson, P.S.; Norell, John R.

doi:10.1016/0304-5102(82)80002-3

Cited by 62 publications

(15 citation statements)

References 7 publications

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“…Another industrial process using olein metathesis is the synthesis of neohexene from di-isobutene and ethylene ( Figure 10). Neohexene is mainly used for perfumes where it is a starting material for the obtention of synthetic musks [40].…”

Section: Solids Containing Group VI (Mo W) Metal Ions Used In Heteromentioning

confidence: 99%

Olefin Metathesis by Group VI (Mo, W) Metal Compounds

Lefèbvre¹,

Bouhoute²,

Szeto³

et al. 2018

Alkenes

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Olein metathesis is an important reaction not only in petroleum chemistry but also in ine chemistry. Professors Grubbs, Schrock, and Chauvin obtained the Nobel Prize in 2005 for the development of this reaction (determination of the mechanism and synthesis of homogeneous catalysts). This reaction can be described as the redistribution of carbon chains of oleins via a breaking of their C═C double bonds. It is catalyzed by metal carbenes and the catalytic cycle passes through a metallacyclobutane. The purpose of this chapter is to give an overview of catalysts based on tungsten or molybdenum active for this reaction. Numerous tungsten and molybdenum organometallic complexes displaying a carbene functionality were synthesized. Some of them are highly active in olein metathesis. Industrially, tungsten oxide on silica is used as a precursor of the propene production by olein metathesis of but-2-ene and ethylene. However, the active sites are not well known but they can be modeled by grafting, via surface organometallic chemistry, perhydrocarbyl complexes of molybdenum or tungsten on oxide surfaces. After a review of the complexes used in homogeneous catalysis, a review of the industrial catalysts and their models will be given.

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Section: Solids Containing Group VI (Mo W) Metal Ions Used In Heteromentioning

confidence: 99%

Olefin Metathesis by Group VI (Mo, W) Metal Compounds

Lefèbvre¹,

Bouhoute²,

Szeto³

et al. 2018

Alkenes

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“…The third example of industrial process is the neohexene process, allways from Phillips [13]. Diisobutene (2,4,4-trimethyl-pent-2-ene) reacts with ethylene to yield neohexene and isobutene.…”

Section: The Neohexene Processmentioning

confidence: 99%

Industrial Applications of the Olefin Metathesis Reaction

Lefèbvre¹,

Basset²

1998

Metathesis Polymerization of Olefins and Polymerization of Alkynes

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“…The conversion increased from 39 to 71% by halving the 1a:Re molar ratio (from 47.4 to 23.7: entries 1-2). Further increments of the amount of catalyst (1a:Re at 15.8 and 11.8, respectively) produced only a moderate change: the substrate conversion reached a substantially constant value slightly over 80% (entries [3][4]. This behaviour along with the calculated turnover frequency (TOF: moles of converted olefin per moles of Re per minute), suggested that a ratio 1a:Re in the range of 23.7-15.6, allowed the metathesis of 1-octene to get the equilibrium in the first 120 min.…”

Section: The Effect Of the Catalyst Amountmentioning

confidence: 99%

“…is the production of 3,3-dimethyl-1-butene (neohexene: an intermediate for musk) from ethene and a mixture of 2,4,4-trimethyl-2-pentene and 2,4,4-trimethyl-1-pentene (the latter is isomerised in-situ with MgO, Scheme 1) [3]. 3.…”

Section: Introductionmentioning

confidence: 99%

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Self-Metathesis of 1-Octene Using Alumina-Supported Re2O7 in Supercritical CO2

et al. 2009

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In this contribution we describe the use of heterogeneous catalysts for the liquid-phase self-metathesis of 1-octene in supercritical CO 2 . Our work aims at addressing the mass-transfer problems associated with such reaction systems. By coupling a heterogeneous supported Re 2 O 7 catalyst with the use of scCO 2 , the self-metathesis of 1-octene takes place by and large much more rapidly than in traditional solvent media, and furthermore, by using scCO 2 the overall efficiency and sustainability of the transformation can be improved.

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Specialty chemicals via olefin metathesis

Cited by 62 publications

References 7 publications

Olefin Metathesis by Group VI (Mo, W) Metal Compounds

Olefin Metathesis by Group VI (Mo, W) Metal Compounds

Industrial Applications of the Olefin Metathesis Reaction

Self-Metathesis of 1-Octene Using Alumina-Supported Re2O7 in Supercritical CO2

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