The effect of the amino group on the spectral properties of substituted styrylpyridinium salts

被引:23
作者
Gawinecki, R [1 ]
Trzebiatowska, K [1 ]
机构
[1] Tech & Agr Univ, Dept Chem, PL-85326 Bydgoszcz, Poland
关键词
styrylpyridinium salts; knoevenagel condensation; absorption spectra; amino groups; substituent effects; steric hindrance;
D O I
10.1016/S0143-7208(00)00012-7
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Thirty-six trans-1-methyl-2- and -4-(p-aminostyryl)pyridinium perchlorates were obtained by the condensation of dimethylpyridinium salts with p-aminobenzaldehydes. In all cases, a strong absorption band was present in their UV/VIS spectra above 400 nm. The spectral parameters were not simply related to the substituent constants of the amino groups. A comparison with the respective styrylpyridinium iodides showed the anion to have no effect on the spectra. The 1-methyl-(p-aminostyryl)pyridinium salts prepared are expected to be useful materials in non-linear optics and in biological studies. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:103 / 107
页数:5
相关论文
共 32 条
[1]   BETA-SUBSTITUENT EFFECTS IN THE C-13 NMR CHEMICAL-SHIFTS OF STYRENES [J].
AUN, CE ;
CLARKSON, TJ ;
HAPPER, DAR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1990, (04) :645-649
[2]  
CAMPAIGNE E, 1963, ORG SYN COLL, V4, P31
[3]   MECHANISM OF RESPONSE OF POTENTIAL-SENSITIVE DYES STUDIED BY TIME-RESOLVED FLUORESCENCE [J].
DAS, TK ;
PERIASAMY, N ;
KRISHNAMOORTHY, G .
BIOPHYSICAL JOURNAL, 1993, 64 (04) :1122-1132
[4]   Second-order hyperpolarizabilities of organic ionic species [J].
Duan, XM ;
Okada, S ;
Oikawa, H ;
Matsuda, H ;
Nakanishi, H .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS SCIENCE AND TECHNOLOGY SECTION A-MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1995, 267 :89-94
[5]   COMMUNICATION ON AMINOBENZENES .14. DONOR STRENGTH OF DIALKYLAMINO FUNCTIONS - SYSTEMATIC STUDY OF DELTA-H-HMO PI-ELECTRON DENSITY CORRELATIONS IN AMINOBENZENES [J].
EFFENBERGER, F ;
FISCHER, P ;
SCHOELLER, WW ;
STOHRER, WD .
TETRAHEDRON, 1978, 34 (15) :2409-2417
[6]   FLUORESCENT DYES AS PROBES OF VOLTAGE TRANSIENTS IN NEURON MEMBRANES - PROGRESS REPORT [J].
FROMHERZ, P ;
DAMBACHER, KH ;
EPHARDT, H ;
LAMBACHER, A ;
MULLER, CO ;
NEIGL, R ;
SCHADEN, H ;
SCHENK, O ;
VETTER, T .
BERICHTE DER BUNSEN-GESELLSCHAFT-PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 1991, 95 (11) :1333-1345
[7]   1H and 13C NMR studies of para-substituted benzaldoximes for evaluation of the electron donor properties of substituted amino groups [J].
Gawinecki, R ;
Kolehmainen, E ;
Kauppinen, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1998, (01) :25-29
[8]   Efficiency of the Vilsmeier-Haack method in the synthesis of p-aminobenzaldehydes [J].
Gawinecki, R ;
Andrzejak, S ;
Puchala, A .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1998, 30 (04) :455-460
[9]  
Hamer F.M., 1964, The Cyanine Dyes and Related Compounds
[10]   Tuning the orientation of molecules at solid-liquid interfaces using an electrochemical potential [J].
He, G ;
Xu, Z .
JOURNAL OF PHYSICAL CHEMISTRY B, 1997, 101 (12) :2101-2104