Solvatochromism of heteroaromatic compounds:: XXIIII.1: Reversible specific solvatochromic effect in the IR spectra of 2-nitrophenol and 2,4,6-trinitrophenol

被引:7
作者
Vokin, AI [1 ]
Gavrilova, GA [1 ]
Shulunova, AM [1 ]
Krivoruchka, IG [1 ]
Aksamentova, TN [1 ]
Turchaninov, VK [1 ]
机构
[1] RAS, Favorskii Irkutsk Inst Chem, Siberian Div, Irkutsk, Russia
关键词
D O I
10.1023/B:RUGC.0000025510.90789.3c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
2-Nitrophenol and 2,4,6-trinitrophenol form with protophilic solvents complexes with a bifurcate (three-center) hydrogen bond. Their O-H stretching vibration frequencies nonlinearly and unsteadily vary with the H-bond acceptor ability of the medium, which is a spectroscopic evidence for three-center H-complex formation.
引用
收藏
页码:239 / 249
页数:11
相关论文
共 39 条
[31]  
PREZHDO VV, 1981, ZH OBSHCH KHIM+, V51, P927
[32]   DIPOLE MOMENT AND INFRA-RED STUDIES OF SOLVENT EFFECTS ON INTRAMOLECULAR HYDROGEN BONDING .2. NITROPHENOLS AND NITRONAPHTHOLS [J].
RICHARDS, JH ;
WALKER, S .
TRANSACTIONS OF THE FARADAY SOCIETY, 1961, 57 (03) :406-&
[33]  
RUMYNSKAYA IG, 1982, OPT SPEKTROSK+, V53, P589
[34]   SOME EFFECTS OF INTRAMOLECULAR HYDROGEN-BONDING ON VIBRATIONAL-SPECTRA [J].
SCHREIBER, VM .
JOURNAL OF MOLECULAR STRUCTURE, 1989, 197 :73-85
[35]   IR MATRIX-ISOLATION AND MNDO/PM3 STUDIES OF ORTHO-SUBSTITUTED PHENOLS WITH INTRAMOLECULAR H-BONDS [J].
SHREIBER, V ;
KOLL, A ;
KULBIDA, A ;
MAJERZ, I .
JOURNAL OF MOLECULAR STRUCTURE, 1995, 348 :365-368
[36]   Intramolecular interactions in ortho-substituted phenols: survey of DFT-B3LYP calculated data [J].
Simperler, A ;
Lampert, H ;
Mikenda, W .
JOURNAL OF MOLECULAR STRUCTURE, 1998, 448 (2-3) :191-199
[37]   GEOMETRY OF THE N-H-O=C HYDROGEN-BOND .2. 3-CENTER (BIFURCATED) AND 4-CENTER (TRIFURCATED) BONDS [J].
TAYLOR, R ;
KENNARD, O ;
VERSICHEL, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (01) :244-248
[38]  
TAYLOR R, 1984, ACCOUNTS CHEM RES, V17, P320, DOI 10.1021/ar00105a004
[39]  
TURCHANINOV VK, 2001, ZH OBSHCH KHIM, V71, P261