| Full text | |
| Author(s): |
Triboni, Eduardo Rezende
[1]
;
Artur, Julio Cesar
[2]
;
Berci Filho, Pedro
[2]
;
Cuccovia, Iolanda Midea
[1]
;
Politi, Mario Jose
[1]
Total Authors: 5
|
| Affiliation: | [1] Univ Sao Paulo, Inst Quim, Dept Bioquim, BR-05508900 Sao Paulo - Brazil
[2] Univ Sao Paulo, Inst Quim Sao Carlos, Dept Quim Fis, BR-13566590 Sao Carlos, SP - Brazil
Total Affiliations: 2
|
| Document type: | Journal article |
| Source: | JOURNAL OF PHYSICAL ORGANIC CHEMISTRY; v. 22, n. 7, p. 703-708, JUL 2009. |
| Web of Science Citations: | 3 |
| Abstract | |
The second-order rate constants of thiolysis by n-heptanethiol on 4-nitro-N-n-butyl-1,8-naphthalimide (4NBN) are strongly affected by the water-methanol binary mixture composition reaching its maximum at around 50% mole fraction. In parallel solvent effects on 4NBN absorption molar extinction coefficient also shows a maximum at this composition region. From the spectroscopic study of reactant and product and the known H-bond capacity of the mixture a rationalization that involves specific solvent H-donor interaction with the nitro group is proposed to explain the kinetic data. Present findings also show a convenient methodology to obtain strongly fluorescent imides, valuable for peptide and analogs labeling as well as for thio-naphthalimide derivatives preparations. Copyright (C) 2008 John Wiley \& Sons, Ltd. (AU) | |