dc.contributor.authorYoshikai, Naohiko
dc.contributor.authorGao, Ke
dc.date.accessioned2014-08-21T07:04:02Z
dc.date.available2014-08-21T07:04:02Z
dc.date.copyright2014en_US
dc.date.issued2014
dc.identifier.citationYoshikai, N., & Gao, K. (2014). Cobalt-catalyzed directed alkylation of arenes with primary and secondary alkyl halides. Pure and Applied Chemistry, 86(3), 419–424.en_US
dc.identifier.issn0033-4545en_US
dc.identifier.urihttp://hdl.handle.net/10220/20375
dc.description.abstractA cobalt–N-heterocyclic carbene catalyst allows ortho-alkylation of aromatic imines with unactivated primary and secondary alkyl chlorides and bromides under room-temperature conditions. The scope of the reaction encompasses or complements that of cobalt-catalyzed ortho-alkylation reactions with olefins as alkylating agents that we developed previously. Stereochemical outcomes of secondary alkylation reactions suggest that the reaction involves single-electron transfer from a cobalt species to the alkyl halide to generate the corresponding alkyl radical. A cycloalkylated product obtained by this method can be transformed into unique spirocycles through manipulation of the directing group and the cycloalkyl groups.en_US
dc.language.isoenen_US
dc.relation.ispartofseriesPure and applied chemistryen_US
dc.rights© 2014 IUPAC & De Gruyter. This paper was published in Pure and Applied Chemistry and is made available as an electronic reprint (preprint) with permission of IUPAC & De Gruyter. The paper can be found at the following official DOI: [http://dx.doi.org/10.1515/pac-2014-5005].  One print or electronic copy may be made for personal use only. Systematic or multiple reproduction, distribution to multiple locations via electronic or other means, duplication of any material in this paper for a fee or for commercial purposes, or modification of the content of the paper is prohibited and is subject to penalties under law.en_US
dc.subjectDRNTU::Science::Chemistry::Organic chemistry
dc.titleCobalt-catalyzed directed alkylation of arenes with primary and secondary alkyl halidesen_US
dc.typeJournal Article
dc.contributor.schoolSchool of Physical and Mathematical Sciencesen_US
dc.identifier.doihttp://dx.doi.org/10.1515/pac-2014-5005
dc.description.versionPublished versionen_US


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