Understanding the Hydro-metathesis Reaction of 1-decene by Using Well-defined Silica Supported W, Mo, Ta Carbene/Carbyne Complexes

Handle URI:
http://hdl.handle.net/10754/626771
Title:
Understanding the Hydro-metathesis Reaction of 1-decene by Using Well-defined Silica Supported W, Mo, Ta Carbene/Carbyne Complexes
Authors:
Saidi, Aya ( 0000-0003-1959-397X ) ; Samantaray, Manoja; Tretiakov, Mykyta; Kavitake, Santosh Giridhar; Basset, Jean-Marie ( 0000-0003-3166-8882 )
Abstract:
Direct conversion of 1-decene to petroleum range alkanes was obtained using hydro-metathesis reaction. To understand this reaction we employed three different well-defined single site catalysts precursors; [(≡Si-O-)W(CH3)5] 1, [(≡Si-O-)Mo(≡CtBu)(CH2tBu)2] 2 and [(≡Si-O)Ta(=CHtBu)(CH2tBu)2] 3. We witnessed that in our conditions olefin metathesis/isomerization of 1-decene occurs much faster followed by reduction of the newly formed olefins rather than reduction of the 1-decene to decane, followed by metathesis of decane. We found that Mo-based catalyst favors 2+2 cycloaddition of 1-decene forming metallocarbene, followed by reduction of the newly formed olefins to alkanes. However, in the case of W and Ta-based catalysts, a rapid isomerization (migration) of the double bond followed by olefin metathesis and reduction of the newly formed olefins were observed. We witnessed that silica supported W catalyst precursor 1 and Mo catalyst precursor 2 are better catalysts for hydro-metathesis reaction with TONs of 818 and 808 than Ta-based catalyst 3 (TON of 334). This comparison of the catalysts provides us a better understanding that, if a catalyst is efficient in olefin metathesis reaction it would be a better catalyst for hydro-metathesis reaction.
KAUST Department:
Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)
Citation:
Saidi A, Samantaray M, Tretiakov M, Kavitake S, Basset J-M (2017) Understanding the Hydro-metathesis Reaction of 1-decene by Using Well-defined Silica Supported W, Mo, Ta Carbene/Carbyne Complexes. ChemCatChem. Available: http://dx.doi.org/10.1002/cctc.201701993.
Publisher:
Wiley-Blackwell
Journal:
ChemCatChem
Issue Date:
21-Dec-2017
DOI:
10.1002/cctc.201701993
Type:
Article
ISSN:
1867-3880
Sponsors:
The authors acknowledge the KAUST ACL Core Lab. This work was supported by funds from King Abdullah University of Science and Technology
Additional Links:
http://onlinelibrary.wiley.com/doi/10.1002/cctc.201701993/abstract
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorSaidi, Ayaen
dc.contributor.authorSamantaray, Manojaen
dc.contributor.authorTretiakov, Mykytaen
dc.contributor.authorKavitake, Santosh Giridharen
dc.contributor.authorBasset, Jean-Marieen
dc.date.accessioned2018-01-15T06:10:41Z-
dc.date.available2018-01-15T06:10:41Z-
dc.date.issued2017-12-21en
dc.identifier.citationSaidi A, Samantaray M, Tretiakov M, Kavitake S, Basset J-M (2017) Understanding the Hydro-metathesis Reaction of 1-decene by Using Well-defined Silica Supported W, Mo, Ta Carbene/Carbyne Complexes. ChemCatChem. Available: http://dx.doi.org/10.1002/cctc.201701993.en
dc.identifier.issn1867-3880en
dc.identifier.doi10.1002/cctc.201701993en
dc.identifier.urihttp://hdl.handle.net/10754/626771-
dc.description.abstractDirect conversion of 1-decene to petroleum range alkanes was obtained using hydro-metathesis reaction. To understand this reaction we employed three different well-defined single site catalysts precursors; [(≡Si-O-)W(CH3)5] 1, [(≡Si-O-)Mo(≡CtBu)(CH2tBu)2] 2 and [(≡Si-O)Ta(=CHtBu)(CH2tBu)2] 3. We witnessed that in our conditions olefin metathesis/isomerization of 1-decene occurs much faster followed by reduction of the newly formed olefins rather than reduction of the 1-decene to decane, followed by metathesis of decane. We found that Mo-based catalyst favors 2+2 cycloaddition of 1-decene forming metallocarbene, followed by reduction of the newly formed olefins to alkanes. However, in the case of W and Ta-based catalysts, a rapid isomerization (migration) of the double bond followed by olefin metathesis and reduction of the newly formed olefins were observed. We witnessed that silica supported W catalyst precursor 1 and Mo catalyst precursor 2 are better catalysts for hydro-metathesis reaction with TONs of 818 and 808 than Ta-based catalyst 3 (TON of 334). This comparison of the catalysts provides us a better understanding that, if a catalyst is efficient in olefin metathesis reaction it would be a better catalyst for hydro-metathesis reaction.en
dc.description.sponsorshipThe authors acknowledge the KAUST ACL Core Lab. This work was supported by funds from King Abdullah University of Science and Technologyen
dc.publisherWiley-Blackwellen
dc.relation.urlhttp://onlinelibrary.wiley.com/doi/10.1002/cctc.201701993/abstracten
dc.rightsThis is the peer reviewed version of the following article: Understanding the Hydro-metathesis Reaction of 1-decene by Using Well-defined Silica Supported W, Mo, Ta Carbene/Carbyne Complexes, which has been published in final form at http://doi.org/10.1002/cctc.201701993. This article may be used for non-commercial purposes in accordance With Wiley Terms and Conditions for self-archiving.en
dc.subjectHydro-metathesisen
dc.subjectCatalysisen
dc.subjectOrganometallicsen
dc.subjectSurface organometallic chemistryen
dc.subjectCarbyneen
dc.titleUnderstanding the Hydro-metathesis Reaction of 1-decene by Using Well-defined Silica Supported W, Mo, Ta Carbene/Carbyne Complexesen
dc.typeArticleen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentChemical Science Programen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.identifier.journalChemCatChemen
dc.eprint.versionPost-printen
kaust.authorSaidi, Ayaen
kaust.authorSamantaray, Manojaen
kaust.authorTretiakov, Mykytaen
kaust.authorKavitake, Santosh Giridharen
kaust.authorBasset, Jean-Marieen
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