FTIR and H-1 NMR studies of proton transfer reactions from 'C-acids' to N-bases in acetonitrile

被引：9

作者：

Brzezinski, B

Schroeder, G

Olejnik, J

Jarczewski, A

Grech, E

Milart, P

机构：

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

[2] JAGIELLONIAN UNIV,FAC CHEM,PL-30060 KRAKOW,POLAND

来源：

JOURNAL OF MOLECULAR STRUCTURE | 1997年 / 406卷 / 1-2期

关键词：

C-acid; strong N-base; proton transfer reaction; FTIR; H-1; NMR;

D O I：

10.1016/S0022-2860(96)09616-0

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：

Deprotonation of 'C-acids': benzoylmalononitrile (1), and 4-nitrophenylmalononitrile (2), triethoxycarbonylmethane (3), diethyl cyanomalonate (4) and ethyl 1,3-indandione-2-carboxylate (5), by 7-methyl-1,5,7-triaza-bicyclo[4.4.0]dec-5-ene (MTBD) and 1,8-bis(dimethylamino)naphthalene (DMAN) in acetonitrile was studied by FTIR and H-1 NMR methods. The results demonstrate that the proton transfer mechanism from 'C-acids' to N-bases in acetonitrile is determined by different distributions of charge in the carbanion and the protonated N-base as well as by the structures of the C-acid and N-base molecules. (C) 1997 Elsevier Science B.V.

引用

页码：99 / 106

页数：8

共 18 条

[1] DIARYLIODONIUM SALTS .17. PHENYLATION OF 1,3-INDANDIONES [J].