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dc.contributor.authorSeo, Hyowon
dc.contributor.authorKatcher, Matthew Herman
dc.contributor.authorJamison, Timothy F
dc.date.accessioned2018-01-29T15:05:25Z
dc.date.available2018-01-29T15:05:25Z
dc.date.issued2016-12
dc.date.submitted2016-09
dc.identifier.issn1755-4330
dc.identifier.issn1755-4349
dc.identifier.urihttp://hdl.handle.net/1721.1/113316
dc.description.abstractAlthough carbon dioxide (CO₂) is highly abundant, its low reactivity has limited its use in chemical synthesis. In particular, methods for carbon-carbon bond formation generally rely on two-electron mechanisms for CO₂ activation and require highly activated reaction partners. Alternatively, radical pathways accessed via photoredox catalysis could provide new reactivity under milder conditions. Here we demonstrate the direct coupling of CO₂ and amines via the single-electron reduction of CO₂ for the photoredox-catalysed continuous flow synthesis of α-Amino acids. By leveraging the advantages of utilizing gases and photochemistry in flow, a commercially available organic photoredox catalyst effects the selective α-carboxylation of amines that bear various functional groups and heterocycles. The preliminary mechanistic studies support CO₂ activation and carbon-carbon bond formation via single-electron pathways, and we expect that this strategy will inspire new perspectives on using this feedstock chemical in organic synthesis.en_US
dc.description.sponsorshipNational Institute of General Medical Sciences (U.S.) (Award F32GM108181)en_US
dc.publisherNature Publishing Groupen_US
dc.relation.isversionofhttp://dx.doi.org/10.1038/NCHEM.2690en_US
dc.rightsArticle is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.en_US
dc.sourcePMCen_US
dc.titlePhotoredox activation of carbon dioxide for amino acid synthesis in continuous flowen_US
dc.typeArticleen_US
dc.identifier.citationSeo, Hyowon et al. “Photoredox Activation of Carbon Dioxide for Amino Acid Synthesis in Continuous Flow.” Nature Chemistry 9, 5 (December 2016): 453–456 © 2017 Macmillan Publisher Limited part of Springer Natureen_US
dc.contributor.departmentMassachusetts Institute of Technology. Department of Chemistryen_US
dc.contributor.mitauthorSeo, Hyowon
dc.contributor.mitauthorKatcher, Matthew Herman
dc.contributor.mitauthorJamison, Timothy F
dc.relation.journalNature Chemistryen_US
dc.eprint.versionAuthor's final manuscripten_US
dc.type.urihttp://purl.org/eprint/type/JournalArticleen_US
eprint.statushttp://purl.org/eprint/status/PeerRevieweden_US
dc.date.updated2018-01-29T14:06:48Z
dspace.orderedauthorsSeo, Hyowon; Katcher, Matthew H.; Jamison, Timothy F.en_US
dspace.embargo.termsNen_US
dc.identifier.orcidhttps://orcid.org/0000-0002-9569-1902
dc.identifier.orcidhttps://orcid.org/0000-0002-0010-0496
dc.identifier.orcidhttps://orcid.org/0000-0002-8601-7799
mit.licensePUBLISHER_POLICYen_US


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