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Article: Perfluoroalkyl Aziridines with Ruthenium Porphyrin Carbene Intermediates

TitlePerfluoroalkyl Aziridines with Ruthenium Porphyrin Carbene Intermediates
Authors
Wu, KZhou, CChe, CM
Issue Date2019
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html
Citation
Organic Letters, 2019, v. 21 n. 1, p. 85-89 How to Cite?
DOI: http://dx.doi.org/10.1021/acs.orglett.8b03514
AbstractA new and efficient synthesis of multifunctionalized perfluoroalkyl aziridines via a ruthenium–perfluoroalkylcarbene intermediate is described. With Ru(p-Cl-TPP)CO as the catalyst, in situ generated CnF2n+1CHN2 from CnF2n+1CH2NH3Cl underwent a cascade of nitrone formation/1,3-diploar cycloaddition/rearrangement reactions with nitrosoarenes and alkynes to give a variety of multifunctionalized perfluoroalkyl aziridines in good to high yields and with moderate to high diastereoselectivity. The ruthenium–perfluoroalkylcarbene intermediates obtained through the stoichiometric reaction of ruthenium porphyrin and CnF2n+1CHN2 were spectroscopically characterized.
Persistent Identifierhttp://hdl.handle.net/10722/269405
ISSN
1523-7060
2023 Impact Factor: 4.9
2023 SCImago Journal Rankings: 1.245
ISI Accession Number ID
WOS:000455285800019

 

DC FieldValueLanguage
dc.contributor.authorWu, K-
dc.contributor.authorZhou, C-
dc.contributor.authorChe, CM-
dc.date.accessioned2019-04-24T08:07:02Z-
dc.date.available2019-04-24T08:07:02Z-
dc.date.issued2019-
dc.identifier.citationOrganic Letters, 2019, v. 21 n. 1, p. 85-89-
dc.identifier.issn1523-7060-
dc.identifier.urihttp://hdl.handle.net/10722/269405-
dc.description.abstractA new and efficient synthesis of multifunctionalized perfluoroalkyl aziridines via a ruthenium–perfluoroalkylcarbene intermediate is described. With Ru(p-Cl-TPP)CO as the catalyst, in situ generated CnF2n+1CHN2 from CnF2n+1CH2NH3Cl underwent a cascade of nitrone formation/1,3-diploar cycloaddition/rearrangement reactions with nitrosoarenes and alkynes to give a variety of multifunctionalized perfluoroalkyl aziridines in good to high yields and with moderate to high diastereoselectivity. The ruthenium–perfluoroalkylcarbene intermediates obtained through the stoichiometric reaction of ruthenium porphyrin and CnF2n+1CHN2 were spectroscopically characterized.-
dc.languageeng-
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html-
dc.relation.ispartofOrganic Letters-
dc.rightsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters. copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.orglett.8b03514-
dc.titlePerfluoroalkyl Aziridines with Ruthenium Porphyrin Carbene Intermediates-
dc.typeArticle-
dc.identifier.emailZhou, C: cyzhou@hku.hk-
dc.identifier.emailChe, CM: chemhead@hku.hk-
dc.identifier.authorityZhou, C=rp00843-
dc.identifier.authorityChe, CM=rp00670-
dc.description.naturepostprint-
dc.identifier.doi10.1021/acs.orglett.8b03514-
dc.identifier.scopuseid_2-s2.0-85059432482-
dc.identifier.hkuros297301-
dc.identifier.volume21-
dc.identifier.issue1-
dc.identifier.spage85-
dc.identifier.epage89-
dc.identifier.isiWOS:000455285800019-
dc.publisher.placeUnited States-
dc.identifier.issnl1523-7052-

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