Formation and stability of zwitterionic complexes between nitrobenzofuroxans and amines

被引:40
作者
Boga, C [1 ]
Forlani, L [1 ]
机构
[1] Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2001年 / 08期
关键词
D O I
10.1039/b009650o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Spectroscopic and kinetic investigations on the reactions between 4,6-dinitrobenzofuroxan, 4-nitrobenzofuroxan and tertiary and secondary amines (i.e. 1,4-diazabicyclo[2.2.2]octane, quinuclidine, 1,8-diazabicyclo[5.4.0]undec-7-ene and piperidine) indicate the formation of zwitterionic or anionic complexes. The equilibrium between zwitterionic and anionic complexes is discussed (for reaction with piperidine) on the basis of H-1 NMR spectral data, which indicate the presence of anionic complexes arising from the zwitterionic complex by a fast proton departure. The stability and the rate of formation of title complexes are discussed and compared to similar reactions of 1,3,5-trinitrobenzene.
引用
收藏
页码:1408 / 1413
页数:6
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