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dc.contributor.authorHunt, David A.
dc.contributor.authorKhani, Francesca
dc.contributor.authorFleming, Tina
dc.contributor.authorCollins, Carleton
dc.contributor.authorTabakin, Erica
dc.contributor.authorBradley, Lynn M.
dc.date.accessioned2018-10-17T20:53:18Z
dc.date.available2018-10-17T20:53:18Z
dc.date.issued2016
dc.identifier.citationKhani, F. , Fleming, T. , Collins, C. , Tabakin, E. , Bradley, L. and Hunt, D. (2016) Regioselectivity Differentiation in Metalations of 3,5-Dichloro-Tertiary versus Secondary Benzamides. International Journal of Organic Chemistry, 6, 142-146.en_US
dc.identifier.urihttps://doi.org/10.4236/ijoc.2016.62015
dc.description.abstractMetalation regioslectivity of 3,5-dichlorobenzamides is a function of the type of amide (secondary versus tertiary) used in the sequence. Metalation at the 2-position (adjacent to the carboxamide functional group) occurs when the secondary benzamide is metalated with sec-butyllithium/ TMEDA mediated through complex-induced proximity effects (CIPE) process, whereas metalation with sec-butyllithium/TMEDA occurs exclusively at the 4-position when the tertiary benzamide is used under identical reaction conditions.en_US
dc.language.isoen_USen_US
dc.publisherScientific Research Publishingen_US
dc.subjectDirected Ortho-Metalationen_US
dc.subjectComplex-Induced Proximity Effects (CIPE)en_US
dc.subject3, 5-Dichlorobenzamidesen_US
dc.titleRegioselectivity Differentiation in Metalations of 3,5-Dichloro-Tertiary versus Secondary Benzamidesen_US
dc.typeArticleen_US
dc.typeTexten_US
prism.publicationNameInternational Journal of Organic Chemistry
prism.volume6
prism.issueIdentifier2
prism.publicationDate2016
prism.startingPage142
prism.endingPage146
dc.identifier.handlehttps://dr.tcnj.edu/handle/2900/2686


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