Carbanion reactivity — σ-adduct formation and elimination in the reactions of the carbanion from bis(phenylsulfonyl)methane with 4-nitrobenzofurazan derivatives
dc.contributor.author | Crampton, M.R. | |
dc.contributor.author | Isanbor, C. | |
dc.contributor.author | Asghar, Basim H.M. | |
dc.date.accessioned | 2019-08-23T13:56:05Z | |
dc.date.available | 2019-08-23T13:56:05Z | |
dc.date.issued | 2008-03 | |
dc.description.abstract | 1H NMR studies in [2H6]-DMSO show that the carbanion 4 from bis(phenylsulfonyl)methane reacts with 4,6-dinitrobenzofuroxan to yield a σ-adduct that undergoes base-catalysed elimination to yield an alkene derivative. Rate constants, measured spectrophotometrically, are reported for the corresponding reactions in methanol of 4 with 4-nitrobenzofurazan and some derivatives that give adducts at the 5-position. The intrinsic rate constant, ko, for this process has a value of 1.5 ± 0.5. The 5-adducts undergo methoxide-catalysed elimination of phenylsulfinic acid to yield alkene derivatives and rate constants for this process are reported.Key words: carbanions, 4-nitrobenzofurazan, σ-adducts, elimination reactions. | en_US |
dc.identifier.citation | Asghar, B. H., Crampton, M. R., & Isanbor, C. (2008). Carbanion reactivity—σ-adduct formation and elimination in the reactions of the carbanion from bis (phenylsulfonyl) methane with 4-nitrobenzofurazan derivatives. Canadian Journal of Chemistry, 86(3), 225-229. | en_US |
dc.identifier.uri | https://ir.unilag.edu.ng/handle/123456789/4622 | |
dc.language.iso | en_US | en_US |
dc.publisher | NRC Canada | en_US |
dc.subject | Research Subject Categories::NATURAL SCIENCES::Chemistry::Physical chemistry::Spectroscopy | en_US |
dc.subject | carbanions | en_US |
dc.subject | elimination reactions | en_US |
dc.subject | 4-nitrobenzofurazan | en_US |
dc.title | Carbanion reactivity — σ-adduct formation and elimination in the reactions of the carbanion from bis(phenylsulfonyl)methane with 4-nitrobenzofurazan derivatives | en_US |
dc.type | Article | en_US |