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dc.contributor.author | Galkin V. | |
dc.contributor.author | Bakhtiyarova Y. | |
dc.contributor.author | Sagdieva R. | |
dc.contributor.author | Galkina I. | |
dc.contributor.author | Cherkasov R. | |
dc.contributor.author | Krivolapov D. | |
dc.contributor.author | Gubaidullin A. | |
dc.contributor.author | Litvinov I. | |
dc.date.accessioned | 2018-09-18T20:18:17Z | |
dc.date.available | 2018-09-18T20:18:17Z | |
dc.date.issued | 2006 | |
dc.identifier.issn | 1070-3632 | |
dc.identifier.uri | https://dspace.kpfu.ru/xmlui/handle/net/138514 | |
dc.description.abstract | Reactions of 3-(triphenylphosphonio)propanoate with heterocumulenes, such as phenyl isocyanate and dicyclohexylcarbodiimide, we studied under the assumption that they proceed by nucleophilic addition and 1,4-dipolar cycloaddition schemes. Quantum-chemical calculations show that the σ5-phosphorane cycloadduct of the betaine with isocyanate is thermodynamically preferred over its isomeric zwitter-ionic adduct. However, the experimental evidence suggests that the reaction with phenyl isocyanate involves nucleophilic addition of the betaine to isocyanate followed by hydrolysis to firm finally a complex of the starting betaine with diphenylurea. The structure of the complex was established by X-ray diffraction analysis. The revealed above controversy is explained by a high protophilicity of betaine structures, which is also confirmed by the results of the reaction of the betaine with carbodiimide. © Pleiades Publishing, Inc., 2006. | |
dc.relation.ispartofseries | Russian Journal of General Chemistry | |
dc.title | Synthesis and properties of phosphabetaine structures: IV. 3-(triphenylphosphonio)propanoate in reactions with dipolar electrophilic reagents | |
dc.type | Article | |
dc.relation.ispartofseries-issue | 3 | |
dc.relation.ispartofseries-volume | 76 | |
dc.collection | Публикации сотрудников КФУ | |
dc.relation.startpage | 430 | |
dc.source.id | SCOPUS10703632-2006-76-3-SID33747842726 |