Proton transfer reactions from N-H acid to proton sponges in acetonitrile .2.

被引：14

作者：

Brzezinski, B

Schroeder, G

Jarczewski, A

Grech, E

NowickaScheibe, J

Stefaniak, L

Klimkiewicz, J

机构：

[1] TECH UNIV SZCZECIN,INST FUNDAMENTAL CHEM,PL-71065 SZCZECIN,POLAND

[2] POLISH ACAD SCI,INST ORGAN CHEM,PL-01224 WARSAW,POLAND

来源：

JOURNAL OF MOLECULAR STRUCTURE | 1996年 / 377卷 / 02期

关键词：

kinetic study; NMR spectroscopy; proton sponge; proton transfer;

D O I：

10.1016/0022-2860(95)09121-1

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Dissociation constants in acetonitrile and in mixed acetonitrile:water solvent have been determined for the two N-H acids 1,8-bis(4-toluenesulphonamido)-2,4,7-trin and 1,8-bis(4-toluenesulphonamido)-2,4,5,7-tetranitro naphthalene. Deprotonation of 1,8-bis(4-toluenesulphonamido)-2,4,7-trinitroaphthalene by proton sponges such as DMAN and DMAMN have been studied by kinetic and H-1 NMR methods. The kinetic parameters in acetonitrile were defined for proton transfer reactions yielding cations and anions with [N ... H ... N](+) and [N ... H ... N](-) homoconjugated intramolecular hydrogen bonds, respectively.

引用

页码：149 / 154

页数：6

共 13 条

[1] KINETIC-ANALYSIS OF ELEMENTARY STEPS IN NUCLEOPHILIC VINYLIC SUBSTITUTION-REACTIONS OF ALPHA-NITRO-BETA-X-STILBENES (X=OCH2CF3, OCH3, NO2) WITH VARIOUS NUCLEOPHILES - DETECTION OF THE INTERMEDIATE IN THE REACTION OF ALPHA-NITRO-BETA-(2,2,2-TRIFLUOROETHOXY)STILBENE WITH HOCH2CH2S- AND OF BETA-METHOXY-ALPHA-NITROSTILBENE WITH CF3CH2O- [J].