NONDISSOCIATIVE PROTON-TRANSFER IN 2-PYRIDONE-2-HYDROXYPYRIDINE - AN ABINITIO MOLECULAR-ORBITAL STUDY

被引:77
作者
FIELD, MJ [1 ]
HILLIER, IH [1 ]
机构
[1] UNIV MANCHESTER,DEPT CHEM,MANCHESTER M13 9PL,LANCS,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1987年 / 05期
关键词
D O I
10.1039/p29870000617
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:617 / 622
页数:6
相关论文
共 31 条
[1]   MEDIUM EFFECTS IN ROTATIONAL ISOMERISM .6. INCLUSION OF DIPOLE-DIPOLE INTERACTIONS IN POLAR SOLVENTS [J].
ABRAHAM, RJ .
JOURNAL OF PHYSICAL CHEMISTRY, 1969, 73 (05) :1192-&
[2]   STRUCTURAL STUDIES OF TAUTOMERIC SYSTEMS - IMPORTANCE OF ASSOCIATION FOR 2-HYDROXYPYRIDINE-2-PYRIDONE AND 2-MERCAPTOPYRIDINE-2-THIOPYRIDONE [J].
BEAK, P ;
COVINGTON, JB ;
SMITH, SG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (25) :8284-8286
[4]   ENERGIES AND ALKYLATIONS OF TAUTOMERIC HETEROCYCLIC-COMPOUNDS - OLD PROBLEMS NEW ANSWERS [J].
BEAK, P .
ACCOUNTS OF CHEMICAL RESEARCH, 1977, 10 (05) :186-192
[5]   QUANTITATIVE MODEL OF SOLVENT EFFECTS ON HYDROXYPYRIDINE-PYRIDONE AND MERCAPTOPYRIDINE-THIOPYRIDONE EQUILIBRIA - CORRELATION WITH REACTION-FIELD AND HYDROGEN-BONDING EFFECTS [J].
BEAK, P ;
COVINGTON, JB ;
WHITE, JM .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (08) :1347-1353
[6]   LACTIM-LACTAM TAUTOMERIC EQUILIBRIA OF 2-HYDROXYPYRIDINES .1. CATION BINDING, DIMERIZATION, AND INTERCONVERSION MECHANISM IN APROTIC-SOLVENTS - SPECTROSCOPIC AND TEMPERATURE-JUMP KINETIC STUDY [J].
BENSAUDE, O ;
CHEVRIER, M ;
DUBOIS, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (22) :7055-7060
[7]   INTRAMOLECULAR NONDISSOCIATIVE PROTON-TRANSFER IN AQUEOUS-SOLUTIONS OF TAUTOMERIC HETEROCYCLES - TEMPERATURE-JUMP KINETIC STUDY [J].
BENSAUDE, O ;
DREYFUS, M ;
DODIN, G ;
DUBOIS, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (13) :4438-4446
[8]   LACTIM-LACTAM TAUTOMERIC INTERCONVERSION MECHANISM IN WATER POLAR APROTIC-SOLVENT WATER-SYSTEMS .2. HYDRATION OF 2-HYDROXYPYRIDINES - EVIDENCE FOR A BIFUNCTIONAL WATER-CATALYZED PROTON-TRANSFER [J].
BENSAUDE, O ;
CHEVRIER, M ;
DUBOIS, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (09) :2423-2429
[9]  
BICERANO J, 1983, J AM CHEM SOC, V105, P2250
[10]   GROUND-STATES OF MOLECULES .25. MINDO-3 - IMPROVED VERSION OF MINDO SEMIEMPIRICAL SCF-MO METHOD [J].
BINGHAM, RC ;
DEWAR, MJS ;
LO, DH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (06) :1285-1293