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Reaction of 2,4-dinitrobenzenesulfenyl chloride with quadricyclene

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dc.contributor.author Zefirov, Nikolai en_US
dc.contributor.author Sadovaya, N. en_US
dc.contributor.author Velikokhat'ko, T. en_US
dc.contributor.author Andreeva, L. en_US
dc.contributor.author Morrill, Terence en_US
dc.date.accessioned 2006-07-19T18:41:06Z en_US
dc.date.available 2006-07-19T18:41:06Z en_US
dc.date.issued 1982-04-09 en_US
dc.identifier.citation The Journal of Organic Chemistry 47N8 (1982) 1468-1471 en_US
dc.identifier.issn 1520-6904 en_US
dc.identifier.uri http://hdl.handle.net/1850/2143 en_US
dc.description.abstract The treatment of quadricyclene with 2,4-dinitrobenzenesulfenyl chloride has been reinvestigated and chloro adducts 1-A and 2b-A as well as acetates 4a-A, 4b-A, 6, and 7 have been obtained. Establishing 2b-A with endo-chloride led to the important conclusion that endo-chloride attack occurs by collapse of an ion pair. Monitoring changes in the proportions of acetates, especially with added LiClO4, has allowed conclusions about the degree of development of the carbocation intermediates. These conclusions were proposed on the basis of the previously published ideas of stereocontrol by an ion pair. en_US
dc.format.extent 31371 bytes en_US
dc.format.mimetype application/pdf en_US
dc.language.iso en_US en_US
dc.publisher The American Chemical Society: The Journal of Organic Chemistry en_US
dc.subject Ion pair en_US
dc.subject Stereocontrol en_US
dc.title Reaction of 2,4-dinitrobenzenesulfenyl chloride with quadricyclene en_US
dc.type Abstract en_US
dc.identifier.url http://dx.doi.org/10.1021/jo00347a018

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