Olefin Disproportionation Catalysts

Heckelsberg, Louis F.; Banks, R. L.; Bailey, G. C.

doi:10.1021/i360031a009

Cited by 28 publications

(15 citation statements)

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“…Taking into account these precedents, the BH methodology allowed the combination of both processes toward the transformation of a specific alkane into its higher and lower counterparts as previously shown in section . This fact triggered intensive research on the set up of heterogeneous catalytic systems, leading to the discovery of one of the first industrial alkane metathesis processes. − …”

Section: Borrowing Hydrogen Methodology In Heterogeneous Catalystsmentioning

confidence: 99%

Advances in One-Pot Synthesis through Borrowing Hydrogen Catalysis

2018

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The borrowing hydrogen (BH) principle, also called hydrogen auto-transfer, is a powerful approach which combines transfer hydrogenation (avoiding the direct use of molecular hydrogen) with one or more intermediate reactions to synthesize more complex molecules without the need for tedious separation or isolation processes. The strategy which usually relies on three steps, (i) dehydrogenation, (ii) intermediate reaction, and (iii) hydrogenation, is an excellent and well-recognized process from the synthetic, economic, and environmental point of view. In this context, the objective of the present review is to give a global overview on the topic starting from those contributions published prior to the emergence of the BH concept to the most recent and current research under the term of BH catalysis. Two main subareas of the topic (homogeneous and heterogeneous catalysis) have been identified, from which three subheadings based on the source of the electrophile (alkanes, alcohols, and amines) have been considered. Then the type of bond being formed (carbon-carbon and carbon heteroatom) has been taken into account to end-up with the intermediate reaction working in tandem with the metal-catalyzed hydrogenation/dehydrogenation step. The review has been completed with the more recent advances in asymmetric catalysis using the BH strategy.

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Section: Borrowing Hydrogen Methodology In Heterogeneous Catalystsmentioning

confidence: 99%

Advances in One-Pot Synthesis through Borrowing Hydrogen Catalysis

2018

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“…43,44 It is still a major area of research in the petrochemical industry. Following the discovery of olefin metathesis both Banks at Philips Petroleum, 45 and Hughes at Chevron 46 developed catalytic systems to perform similar disproportionations with alkanes by combining a heterogeneous dehydrogenation-hydrogenation catalyst and an heterogeneous olefin metathesis catalyst. The catalytic system used in the conversion of butane is thus based on the succession of reactions: (i) dehydrogenation of butane to n-butenes, (ii) n-butenes metathesis to form higher and lowers olefins and (iii) their hydrogenation to the corresponding alkanes (Scheme 8).…”

Section: Three-functional Industrial Processes Using Olefin Metathesismentioning

confidence: 99%

Expanding the scope of metathesis: a survey of polyfunctional, single-site supported tungsten systems for hydrocarbon valorization

et al. 2013

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Olefin metathesis is increasingly incorporated in polyfunctional industrial processes. The classical WO3/SiO2 olefin metathesis catalyst is combined to other catalysts in order to afford higher added-value chemicals. However, the combination of several reactions, not only in a single reactor, but also stemming from a single, multifunctional surface species is a desirable improvement regarding process issues. Well-defined surface organometallic tungsten species can be designed to implement targeted functionalities (carbene, hydride, alkyl, …). By tuning the metal's coordination sphere, it is possible to combine metathesis with several reactions, such as (de)hydrogenation, dimerization or isomerization. Novel, unconventional reactions for the production and upgrading of alkanes and alkenes have thus been uncovered. The reactivity of this library of supported catalysts is discussed based on the type of mediated transformations: monofunctional (alkene and alkyne metathesis), bifunctional (1-butene or 2-butenes to propylene), trifunctional (ethylene to propylene, alkane metathesis, …). Mechanistic considerations will be discussed to put these results in a wider perspective for future developments.

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“…[4,5] Under these conditions, only olefins were transformed, which led to the development of very important industrial processes such as the Lummus ABB process, which converts ethylene into propylene through cross-metathesis with 2-butenes on W-based catalysts. [6] This discovery was rapidly turned into an alkane conversion process first by Banks (Philipps) and then by Hughes (Chevron) [7,8] by combining heterogeneous dehydrogenation/hydrogenation and olefin metathesis catalysts, which allows a given alkane to be converted into its lower and higher homologues.…”

mentioning

confidence: 99%

“…Alkane conversion has been a major focus of petrochemical research for the past century, [1][2][3] and in fact the discovery of olefin metathesis on supported MoO 3 or WO 3 systems by Banks and Bailey was the result of the investigation of the reactivity of alkane and olefin mixtures on such types of catalysts. [4,5] Under these conditions, only olefins were transformed, which led to the development of very important industrial processes such as the Lummus ABB process, which converts ethylene into propylene through cross-metathesis with 2-butenes on W-based catalysts. [6] This discovery was rapidly turned into an alkane conversion process first by Banks (Philipps) and then by Hughes (Chevron) [7,8] by combining heterogeneous dehydrogenation/hydrogenation and olefin metathesis catalysts, which allows a given alkane to be converted into its lower and higher homologues.…”

mentioning

confidence: 99%