Publication
Nitroso group transfer from N-nitrososulfonamides to thiolate ions. Intrinsic reactivity
| dc.contributor.author | Moreira, José | |
| dc.contributor.author | García-Río, Luís | |
| dc.contributor.author | Leis, J. R. | |
| dc.contributor.author | Adam, C. | |
| dc.date.accessioned | 2013-12-06T14:21:50Z | |
| dc.date.available | 2013-12-06T14:21:50Z | |
| dc.date.issued | 2006 | |
| dc.date.updated | 2013-12-04T18:17:30Z | |
| dc.description.abstract | The nitroso group transfer from N-nitrososulfonamides to thiolate ions was studied. Based on the results, the reaction rate is strongly dependent on the nature of the leaving group (αlg≈−1.30)(αlg≈−1.30), but virtually independent of the basicity of the thiol (βnuc≈0.10)(βnuc≈0.10). This dependence is ascribed to the presence of a nucleophile desolvation equilibrium (βd)(βd) that is followed by the attack of the thiolate ion on the nitroso group (βnuc′) via a concerted mechanism. The equilibrium constants for the loss of a nitroso group from a nitrosothiol and an N-nitrososulfonamide were used to obtain the equilibrium constants for the different reactions involved. By using rate–equilibrium correlations, the parameters αlgnorm, βdβd, and βnuc′norm were obtained. | por |
| dc.identifier.citation | Moreira, José A.; García-Río, Luís; Ramón Leis, José; Adam, Cláudia. Nitroso group transfer from N-nitrososulfonamides to thiolate ions. Intrinsic reactivity, Tetrahedron, 62, 37, 8822-8829, 2006. | por |
| dc.identifier.doi | http://dx.doi.org/10.1016/j.tet.2006.06.060 | |
| dc.identifier.issn | 0040-4020 | |
| dc.identifier.other | AUT: JMO01545; | |
| dc.identifier.uri | http://hdl.handle.net/10400.1/3225 | |
| dc.language.iso | eng | por |
| dc.peerreviewed | yes | por |
| dc.publisher | Elsevier | por |
| dc.relation.publisherversion | http://www.sciencedirect.com/science/article/pii/S0040402006009896 | por |
| dc.subject | Kinetics | por |
| dc.subject | Mechanism | por |
| dc.subject | Nitrosation | por |
| dc.subject | Thiol | por |
| dc.subject | Sulfonamide | por |
| dc.title | Nitroso group transfer from N-nitrososulfonamides to thiolate ions. Intrinsic reactivity | por |
| dc.type | journal article | |
| dspace.entity.type | Publication | |
| oaire.citation.endPage | 8829 | por |
| oaire.citation.issue | 37 | |
| oaire.citation.startPage | 8822 | por |
| oaire.citation.title | Tetrahedron | por |
| oaire.citation.volume | 62 | por |
| person.familyName | Moreira | |
| person.givenName | José | |
| person.identifier.ciencia-id | DC11-4E1F-F13F | |
| person.identifier.orcid | 0000-0001-8481-3436 | |
| person.identifier.rid | F-3807-2010 | |
| person.identifier.scopus-author-id | 7201506886 | |
| rcaap.rights | restrictedAccess | por |
| rcaap.type | article | por |
| relation.isAuthorOfPublication | 644799ac-df06-4840-9f12-52c5b3ff0a76 | |
| relation.isAuthorOfPublication.latestForDiscovery | 644799ac-df06-4840-9f12-52c5b3ff0a76 |