Catalytic metathesis of unsaturated esters by alumina supported rhenium oxide

Ellison, A.; Coverdale, A. K.; Dearing, P.F.

doi:10.1016/0166-9834(83)80057-8

Cited by 38 publications

(13 citation statements)

References 16 publications

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“…The catalytic activity of (promoted) Re207/AI203 increases with the rhenium loading. A positive correlation between the catalytic activity and the surface acidity (mainly the Br0nsted acidity) has been observed [51,52]. The activity of ReZ07/Ah03 catalysts can be explained on the basis of the activity of the surface Re04 groups that have reacted with Lewis acid sites and with the different aluminium-bonded OR groups during the preparation of the catalyst [46].…”

Section: Rhenium Catalystsmentioning

confidence: 95%

Applications of Olefin Metathesis in the Oleochemistry

Mol

2002

Ring Opening Metathesis Polymerisation and Related Chemistry

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Section: Rhenium Catalystsmentioning

confidence: 95%

Applications of Olefin Metathesis in the Oleochemistry

Mol

2002

Ring Opening Metathesis Polymerisation and Related Chemistry

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“…For Al 2 O 3 ‐supported Re 2 O 7 , the catalyst activity (turnover number) increases with increase in catalyst loading up to 120 mg/g (12 wt%). This behaviour can be directly related to the concentration of surface ReO 4 ‐ that would react with alumina‐bonded Lewis acidic OH groups …”

Section: Alkylidene‐free Heterogeneous Catalyst Systemsmentioning

confidence: 99%

Heterogeneous olefin‐metathesis: Comparative perspective of the activity with respect to unsaturated fatty acid methyl esters

2017

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Olefin metathesis is one of the most exiting tools in synthetic chemistry that can explicitly be employed to produce higher value products from unsaturated fats and oil feedstock. Contrary to the early stage metathesis catalysts, being extremely sensitive to humidity and to the substrate functionalities, redesigned organometallic species not only exhibit greater activity and selectivity but also offer pronounced stability towards functional olefins and ambient atmosphere. Though a number of highly efficient homogeneous catalysts have been developed, these are generally costly and also lead to product contamination and, consequently, pose environmental concerns. Heterogeneous catalysis can be an alternate route; however it faces a number of hurdles such as support compatibility, multiple active sites, and abridged efficacy. Nevertheless, through careful designing, certain heterogeneous catalyst systems have been suggested for metathesis of functionalized olefins like fatty acid methyl esters (FAMEs). A number of metallic species such as organometallic compounds bearing metal‐alkylidene moieties (e.g. Grubbs‐/Schrock‐type systems), alkylidene‐free complexes (e.g. methyltrioxorhenium), and inorganic (W, Mo, Re) oxides/chlorides have been probed in this regard. Accordingly this mini review deals with the various aspects like heterogenization/immobilization, activity criteria, and reusability of such catalyst systems in the context of olefin metathesis of natural fats/oils derivatives.

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“…Moreover, this catalyst was able to catalyze the selfmetathesis of natural unsaturated fatty esters with varying position of the double bond and degree of unsaturation, providing conversions between 50 and 68% [26]. Subsequently, it was observed that the heterogeneous Re 2 O 7 /Al 2 O 3 catalyst system is able to efficiently metathesize methyl erucate as well as methyl-10-undecenoate 6 and that, for instance, the catalyst activity increased with the surface area of the Al 2 O 3 support [27]. Especially, the self-metathesis of 6 [28] is an interesting reaction, since the equilibrium can be shifted towards the .…”

Section: Self-metathesis Of Unsaturated Oleochemicalsmentioning

confidence: 99%

Metathesis as a versatile tool in oleochemistry

Rybak

Fokou

Meier

2008

Euro J Lipid Sci & Tech

170

126

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Olefin metathesis, awarded with the Nobel Prize in Chemistry 2005 for Chauvin, Grubbs and Schrock, has emerged as a powerful tool for organic as well as polymer chemistry. In oleochemistry, this reaction is well known and has been applied for many decades. Examples include the functionalization of the double bonds of different oleochemicals or the (direct) polymerization of plant oils via metathesis. More recent developments, particularly the development of better and more robust catalysts, allow for highly efficient cross-metathesis reactions opening new possibilities for the direct introduction of chemical functionalities. Within this contribution, the development of metathesis in oleochemistry will be discussed, covering selfmetathesis as well as more recent developments in the field of cross-metathesis that lead to desired platform chemicals.

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Catalytic metathesis of unsaturated esters by alumina supported rhenium oxide

Cited by 38 publications

References 16 publications

Applications of Olefin Metathesis in the Oleochemistry

Applications of Olefin Metathesis in the Oleochemistry

Heterogeneous olefin‐metathesis: Comparative perspective of the activity with respect to unsaturated fatty acid methyl esters

Metathesis as a versatile tool in oleochemistry

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