Publicação
Quaternization reaction of aromatic heterocyclic imines in methanol - A case of strong anti-reactivity selectivity principle with isoselective temperature
| dc.contributor.author | Alfaia, AJI | |
| dc.contributor.author | Calado, ART | |
| dc.contributor.author | Reis, JCR | |
| dc.date.accessioned | 2015-12-30T10:16:56Z | |
| dc.date.available | 2015-12-30T10:16:56Z | |
| dc.date.issued | 2000 | |
| dc.description.abstract | Accurate second-order rate constants were measured at 5 degreesC intervals in the temperature range 20-60 degreesC for the Menshutkin reaction of 1-methylbenzimidazole, 2-amino-1-methylbenzimidazole and N,N-dimethylaniline with iodomethane and iodoethane in methanol. In every case a good linearity in the Eyring plots was observed. Values for the activation enthalpy and entropy are reported. Analysis in terms of Exner's redefinition of the reactivity-selectivity principle (RSP) identified the present reaction series as a case of strong anti-RSP for selectivity towards the substrate. This case is shown to represent an isoselective relationship with the isoselective temperature lower than the experimental temperatures (beta (is) = -52 degreesC). The isokinetic relationship does not hold in the reaction series with a fixed substrate. These findings suggest an early transition state in the Menshutkin reaction of polyfunctional aromatic imines. | |
| dc.format | application/pdf | |
| dc.identifier.citation | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - n. 21 (NOV 2000), p. 3627-3631 | |
| dc.identifier.issn | 1434-193X | |
| dc.identifier.uri | http://hdl.handle.net/10451/20873 | |
| dc.language.iso | eng | |
| dc.publisher | WILEY-V C H VERLAG GMBH | |
| dc.subject | Chemistry, Organic | |
| dc.title | Quaternization reaction of aromatic heterocyclic imines in methanol - A case of strong anti-reactivity selectivity principle with isoselective temperature | |
| dc.type | journal article | |
| dspace.entity.type | Publication | |
| oaire.citation.endPage | 3631 | por |
| oaire.citation.startPage | 3627 | por |
| oaire.citation.title | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | por |
| oaire.citation.volume | n. 21 (NOV 2000) | por |
| rcaap.rights | restrictedAccess | |
| rcaap.type | article |