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dc.contributor.authorZhu, Chen
dc.contributor.authorYue, Huifeng
dc.contributor.authorMaity, Bholanath
dc.contributor.authorAtodiresei, Iuliana
dc.contributor.authorCavallo, Luigi
dc.contributor.authorRueping, Magnus
dc.date.accessioned2019-07-21T14:04:41Z
dc.date.available2019-07-21T14:04:41Z
dc.date.issued2019-07-08
dc.identifier.citationZhu, C., Yue, H., Maity, B., Atodiresei, I., Cavallo, L., & Rueping, M. (2019). A multicomponent synthesis of stereodefined olefins via nickel catalysis and single electron/triplet energy transfer. Nature Catalysis, 2(8), 678–687. doi:10.1038/s41929-019-0311-x
dc.identifier.doi10.1038/s41929-019-0311-x
dc.identifier.urihttp://hdl.handle.net/10754/656150
dc.description.abstractUnsaturated carbon–carbon bonds are one of the most common and important structural motifs in many organic molecules, stimulating the continuous development of general, efficient and practical strategies for their functionalization. Here, we report a one-pot difunctionalization of alkynes via a photoredox/nickel dual-catalysed three-component cross-coupling reaction under mild conditions, providing access to a series of highly important tri-substituted alkenes. Notably, in contrast to traditional methods that are based on the steric hindrance of the substrates to control the reaction selectivity, both E- and Z-isomers of tri-substituted alkenes, which are often energetically close, can be obtained by choosing an appropriate photocatalyst with a suitable triplet state energy. Beyond the immediate practicality of this transformation, this newly developed methodology might inspire the development of diverse and important one-pot functionalizations of carbon–carbon multiple bonds via photoredox and transition-metal dual-catalysed multicomponent reactions.
dc.description.sponsorshipThe authors thank D. Wöll and O. Nevskyi for assistance with measuring the emission spectra of the photocatalysts. H.Y. thanks the China Scholarship Council. C.Z., B.M., L.C. and M.R. acknowledge King Abdullah University of Science and Technology (KAUST) for support and the KAUST Supercomputing Laboratory for providing computational resources of the supercomputer Shaheen II. The research leading to these results has received funding from the European Research Council under the European Union’s Seventh Framework Programme (FP/2007-2013) and ERC grant agreement no. 617044 (SunCatChem).
dc.publisherSpringer Nature
dc.relation.urlhttp://www.nature.com/articles/s41929-019-0311-x
dc.rightsArchived with thanks to Nature Catalysis
dc.titleA multicomponent synthesis of stereodefined olefins via nickel catalysis and single electron/triplet energy transfer
dc.typeArticle
dc.contributor.departmentChemical Science
dc.contributor.departmentChemical Science Program
dc.contributor.departmentKAUST Catalysis Center
dc.contributor.departmentKAUST Catalysis Center (KCC)
dc.contributor.departmentPhysical Science and Engineering (PSE) Division
dc.identifier.journalNature Catalysis
dc.rights.embargodate2020-01-08
dc.eprint.versionPost-print
dc.contributor.institutionInstitute of Organic Chemistry, RWTH Aachen University, Aachen, Germany
kaust.personZhu, Chen
kaust.personYue, Huifeng
kaust.personMaity, Bholanath
kaust.personCavallo, Luigi
kaust.personRueping, Magnus
dc.relation.issupplementedbyDOI:10.5517/ccdc.csd.cc227tgm
dc.relation.issupplementedbyDOI:10.5517/ccdc.csd.cc227thn
refterms.dateFOA2020-01-08T00:00:00Z
display.relations<b> Is Supplemented By:</b> <br/> <ul> <li><i>[Dataset]</i> <br/> . DOI: <a href="https://doi.org/10.5517/ccdc.csd.cc227tgm">10.5517/ccdc.csd.cc227tgm</a> HANDLE: <a href="http://hdl.handle.net/10754/664727">10754/664727</a></li></ul><b> Is Supplemented By:</b> <br/> <ul> <li><i>[Dataset]</i> <br/> . DOI: <a href="https://doi.org/10.5517/ccdc.csd.cc227thn">10.5517/ccdc.csd.cc227thn</a> HANDLE: <a href="http://hdl.handle.net/10754/664728">10754/664728</a></li></ul>
kaust.acknowledged.supportUnitSupercomputing Laboratory


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