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
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
收藏
页码:149 / 154
页数:6
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