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A Fluorinated Ligand Enables Room-Temperature and Regioselective Pd-Catalyzed Fluorination of Aryl Triflates and Bromides

dc.contributor.authorSather, Aaron C.
dc.contributor.authorLee, Hong Geun
dc.contributor.authorDe La Rosa, Valentina Y.
dc.contributor.authorYang, Yang
dc.contributor.authorMueller, Peter
dc.contributor.authorBuchwald, Stephen Leffler
dc.date.accessioned2016-11-01T17:01:32Z
dc.date.available2016-11-01T17:01:32Z
dc.date.issued2015-09
dc.date.submitted2015-09
dc.identifier.issn0002-7863
dc.identifier.issn1520-5126
dc.identifier.urihttp://hdl.handle.net/1721.1/105162
dc.description.abstractA new biaryl monophosphine ligand (AlPhos, L1) allows for the room-temperature Pd-catalyzed fluorination of a variety of activated (hetero)aryl triflates. Furthermore, aryl triflates and bromides that are prone to give mixtures of regioisomeric aryl fluorides with Pd-catalysis can now be converted to the desired aryl fluorides with high regioselectivity. Analysis of the solid-state structures of several Pd(II) complexes, as well as density functional theory (DFT) calculations, shed light on the origin of the enhanced reactivity observed with L1.en_US
dc.description.sponsorshipNational Institutes of Health (U.S.) (R01GM46059)en_US
dc.description.sponsorshipNational Institutes of Health (U.S.) (Postdoctoral fellowship (1F32GM108092-01A1)en_US
dc.description.sponsorshipMassachusetts Institute of Technology. Undergraduate Research Opportunities Programen_US
dc.language.isoen_US
dc.publisherAmerican Chemical Society (ACS)en_US
dc.relation.isversionofhttp://dx.doi.org/10.1021/jacs.5b09308en_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.sourceACSen_US
dc.titleA Fluorinated Ligand Enables Room-Temperature and Regioselective Pd-Catalyzed Fluorination of Aryl Triflates and Bromidesen_US
dc.typeArticleen_US
dc.identifier.citationSather, Aaron C., Hong Geun Lee, Valentina Y. De La Rosa, Yang Yang, Peter Müller, and Stephen L. Buchwald. “A Fluorinated Ligand Enables Room-Temperature and Regioselective Pd-Catalyzed Fluorination of Aryl Triflates and Bromides.” Journal of the American Chemical Society 137, no. 41 (October 21, 2015): 13433–13438. © 2015 American Chemical Society.en_US
dc.contributor.departmentMassachusetts Institute of Technology. Department of Chemistryen_US
dc.contributor.mitauthorSather, Aaron C.
dc.contributor.mitauthorLee, Hong Geun
dc.contributor.mitauthorDe La Rosa, Valentina Y.
dc.contributor.mitauthorYang, Yang
dc.contributor.mitauthorMueller, Peter
dc.contributor.mitauthorBuchwald, Stephen Leffler
dc.relation.journalJournal of the American Chemical Societyen_US
dc.eprint.versionFinal published versionen_US
dc.type.urihttp://purl.org/eprint/type/JournalArticleen_US
eprint.statushttp://purl.org/eprint/status/PeerRevieweden_US
dspace.orderedauthorsSather, Aaron C.; Lee, Hong Geun; De La Rosa, Valentina Y.; Yang, Yang; Müller, Peter; Buchwald, Stephen L.en_US
dspace.embargo.termsNen_US
dc.identifier.orcidhttps://orcid.org/0000-0003-3928-2984
dc.identifier.orcidhttps://orcid.org/0000-0001-8075-1100
dc.identifier.orcidhttps://orcid.org/0000-0003-3875-4775
mit.licensePUBLISHER_POLICYen_US


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