LOCALIZATION OF THE PROTON IN COMPLEXES OF TRIFLUOROACETIC-ACID WITH PYRIDINE N-OXIDES IN DICHLOROMETHANE BY 2ND-DERIVATIVE INFRARED-SPECTROSCOPY

被引：15

作者：

DEGASZAFRAN, Z ^{[1
]}

GRUNDWALDWYSPIANSKA, M ^{[1
]}

SZAFRAN, M ^{[1
]}

机构：

[1] ADAM MICKIEWICZ UNIV,DEPT CHEM,PL-60780 POZNAN,POLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS | 1991年 / 87卷 / 24期

关键词：

D O I：

10.1039/ft9918703825

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：

A single carbonyl band in the second-derivative FTIR spectra of the equimolar mixtures of six substituted pyridine N-oxides with trifluoroacetic acid in dichloromethane implies that complexation is complete and hydrogen bonds are described by a strongly asymmetrical quasi-single minimum potential. The equimolar complexes interact with a second molecule of the acid, the second hydrogen bond causes only a minor effect on the first hydrogen bond and this effect is independent of proton-acceptor properties of N-oxides. The equimolar complexes interact also with a second molecule of N-oxide to form homoconjugated complex (BHB)+A-. This interaction is controlled by pK(a) of the N-oxide.

引用

页码：3825 / 3829

页数：5

共 27 条

[1] QUANTITATIVE PROTON AFFINITIES, IONIZATION-POTENTIALS, AND HYDROGEN AFFINITIES OF ALKYLAMINES [J].

AUE, DH ;

WEBB, HM ;

BOWERS, MT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (02) :311-317

[2] THE NATURE OF HYDROGEN BONDED ION-PAIRS - THE REACTION OF PYRIDINE AND CARBOXYLIC ACIDS IN CHLOROFORM [J].

BARROW, GM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (22) :5802-5806

[3]

Bellamy L.J, 1975, INFRA RED SPECTRA CO

[4] INFRARED AND H-1 NUCLEAR MAGNETIC-RESONANCE STUDIES OF SOLVENT EFFECT ON HYDROGEN-BOND IN SOME PYRIDINE N-OXIDE TRIFLUOROACETATES [J].

BRYCKI, B ;

SZAFRAN, M .

JOURNAL OF MOLECULAR LIQUIDS, 1984, 29 (03) :135-145

[5]

BRYCKI B, 1978, POL J CHEM, V52, P2247

[6] IR AND PMR STUDIES OF PROTON-TRANSFER IN COMPLEXES OF 4-R-PYRIDINE N-OXIDES WITH TRIFLUOROACETIC-ACID IN SOLUTIONS [J].

BRYCKI, B ;

DEGASZAFRAN, Z ;

SZAFRAN, M .

ADVANCES IN MOLECULAR RELAXATION AND INTERACTION PROCESSES, 1979, 15 (01) :71-79

[7] INFRARED AND H-1 NUCLEAR MAGNETIC-RESONANCE STUDIES OF HYDROGEN-BONDS IN SOME PYRIDINE N-OXIDE TRIFLUOROACETATES AND THEIR DEUTERIATED ANALOGS IN DICHLOROMETHANE [J].

BRYCKI, B ;

SZAFRAN, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1982, (11) :1333-1338

[8] HYDROGEN-BONDING AND PROTON TRANSFERS INVOLVING THE CARBOXYLATE GROUP [J].

CYBULSKI, SM ;

SCHEINER, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (01) :23-31

[9] INFRARED STUDIES OF SOLVENT EFFECTS ON HYDROGEN-BONDING IN SOME PYRIDINE TRIFLUOROACETATES [J].

DEGASZAFRAN, Z ;

DULEWICZ, E ;

SZAFRAN, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1984, (12) :1997-1999

[10] INVESTIGATION OF B - HA REVERSIBLE B+H - A-EQUILIBRIUM IN COMPLEXES OF TRIFLUOROACETIC-ACID WITH PYRIDINES I DICHLOROMETHANE BY 2ND DERIVATIVE INFRARED-SPECTROSCOPY [J].

DEGASZAFRAN, Z ;

GRUNDWALDWYSPIANSKA, M ;

SZAFRAN, M .

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 1991, 47 (05) :543-550

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