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dc.contributor.authorPoater, Albert
dc.contributor.authorVummaleti, Sai V. C.
dc.contributor.authorCavallo, Luigi
dc.date.accessioned2015-08-03T11:35:23Z
dc.date.available2015-08-03T11:35:23Z
dc.date.issued2013-10-30
dc.identifier.citationPoater, A., Vummaleti, S. V. C., & Cavallo, L. (2013). Catalytic Role of Nickel in the Decarbonylative Addition of Phthalimides to Alkynes. Organometallics, 32(21), 6330–6336. doi:10.1021/om400693v
dc.identifier.issn02767333
dc.identifier.doi10.1021/om400693v
dc.identifier.urihttp://hdl.handle.net/10754/563083
dc.description.abstractDensity functional theory calculations have been used to investigate the catalytic role of nickel(0) in the decarbonylative addition of phthalimides to alkynes. According to Kurahashi et al. the plausible reaction mechanism involves a nucleophilic attack of nickel at an imide group, giving a six-membered metallacycle, followed by a decarbonylation and insertion of an alkyne leading to a seven-membered metallacycle. Finally a reductive elimination process produces the desired product and regenerates the nickel(0) catalyst. In this paper, we present a full description of the complete reaction pathway along with possible alternative pathways, which are predicted to display higher upper barriers. Our computational results substantially confirm the proposed mechanism, offering a detailed geometrical and energetical understanding of all the elementary steps. © 2013 American Chemical Society.
dc.description.sponsorshipA.P. and L.C. thank the HPC team of Enea for using the ENEA-GRID and the HPC facilities CRESCO in Portici (Italy) for access to remarkable computational resources. A.P. thanks the Spanish MICINN for a Ramon y Cajal contract (RYC-2009-05226), European Commission for a Career Integration Grant (CIG09-GA-2011-293900), and Generalitat de Catalunya (2012BE100824).
dc.publisherAmerican Chemical Society (ACS)
dc.titleCatalytic role of nickel in the decarbonylative addition of phthalimides to alkynes
dc.typeArticle
dc.contributor.departmentChemical Science Program
dc.contributor.departmentKAUST Catalysis Center (KCC)
dc.contributor.departmentPhysical Science and Engineering (PSE) Division
dc.identifier.journalOrganometallics
dc.contributor.institutionInstitut de Química Computacional i Catàlisi, Departament de Química, Universitat de Girona, E-17071 Girona, Catalonia, Spain
kaust.personVummaleti, Sai V. C.
kaust.personCavallo, Luigi
dc.date.published-online2013-10-30
dc.date.published-print2013-11-11


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