The influence of common cation BH+ on the products of reactions between C-acids and strong guanidine bases in acetonitrile solvent

被引:15
作者
Galezowski, W [1 ]
Stanczyk, M [1 ]
Grzeskowiak, I [1 ]
Jarczewski, A [1 ]
机构
[1] ADAM MICKIEWICZ UNIV POZNAN,FAC CHEM,PL-60780 POZNAN,POLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1996年 / 12期
关键词
D O I
10.1039/p29960002647
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The electronic spectra of the pro duc ts of reactions between C-acids (4-nitrophenylcyanoalkanes, 4-nitrophenylnitroalkanes and trinitrotoluene) and 1,1,3,3-tetramethylguanidine (TMG), pentamethylguanidine (PMG) and MTBD bases (B) have been recorded in B/BH+ buffers in acetonitrile at 25 degrees C. Large BH+ concentrations had little or no effect on the spectra of the nitrile or trinitrotoluene anions, while the spectra of nitroalkane anions were shifted to the blue by some 50-75 nm. These shifts were ascribed to the formation of hydrogen-bonded ion pairs. In the case of TMG or PMG reactions two types of ion pairs are formed due to homoconjugation of BH+ cations, which is why an isosbestic point is not observed, while MTBD reactions are free from such complications, The spectra of some ion pair products and ion pair dissociation constants were calculated.
引用
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页码:2647 / 2651
页数:5
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