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 |
|