FLOW NUCLEAR MAGNETIC-RESONANCE INVESTIGATION OF THE INTERMEDIATES FORMED BY THE ATTACK OF ALKOXIDE IONS ON SUBSTITUTED PYRIDINIUM IONS

被引：31

作者：

DAMJI, SWH ^{[1
]}

FYFE, CA ^{[1
]}

机构：

[1] UNIV GUELPH,GUELPH WATERLOO CTR GRAD WORK CHEM,GUELPH N1G 2W1,ONTARIO,CANADA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 11期

关键词：

D O I：

10.1021/jo01325a001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

High-resolution flow NMR has been used to detect and to characterize the intermediates formed by the attack of alkoxide ions on substituted pyridinium ions in Me2SO-methanol solution. The kinetic and thermodynamic distributions of the 1, 2 and 1, 4 isomers have been determined and the UV-visible spectra of both species have been assigned. The results are discussed with respect to literature data concerning the orientation of the attack of nucleophiles on pyridinium ions. © 1979, American Chemical Society. All rights reserved.

引用

页码：1757 / 1761

页数：5

共 19 条

[1] FLOW NUCLEAR MAGNETIC-RESONANCE STUDY OF DEHYDRATION OF TETRAHEDRAL INTERMEDIATE RESULTING FROM ADDITION OF HYDROXYLAMINE TO ACETALDEHYDE [J].

COCIVERA, M ;

FYFE, CA ;

EFFIO, A ;

VAISH, SP ;

CHEN, HE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (06) :1573-1578

[2]

DAMJI SWH, 1975, THESIS

[3] CHEMISTRY OF DIHYDROPYRIDINES [J].

EISNER, U ;

KUTHAN, J .

CHEMICAL REVIEWS, 1972, 72 (01) :1-+

[4]

FOSTER R, 1969, TETRAHEDRON, V25, P1849

[5] LOW-TEMPERATURE FLOW NUCLEAR MAGNETIC-RESONANCE DETECTION OF TRANSIENT INTERMEDIATES ON ACTUAL REACTION PATHWAY IN NUCLEOPHILIC AROMATIC-SUBSTITUTION [J].

FYFE, CA ;

KOLL, A ;

DAMJI, SWH ;

MALKIEWICH, CD ;

FORTE, PA .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (10) :335-337

[6] FLOW NUCLEAR MAGNETIC-RESONANCE DETECTION AND CHARACTERIZATION OF AN INTERMEDIATE ON REACTION PATHWAY IN A NUCLEOPHILIC AROMATIC-SUBSTITUTION REACTION [J].

FYFE, CA ;

KOLL, A ;

DAMJI, SWH ;

MALKIEWICH, CD ;

FORTE, PA .

CANADIAN JOURNAL OF CHEMISTRY, 1977, 55 (09) :1468-1472

[7] HIGH-RESOLUTION NUCLEAR MAGNETIC-RESONANCE STUDY OF CHEMICAL REACTIONS USING FLOWING LIQUIDS - KINETIC AND THERMODYNAMIC INTERMEDIATES FORMED BY ATTACK OF METHOXIDE ION ON 3,5-DINITROCYANOBENZENE [J].

FYFE, CA ;

COCIVERA, M ;

DAMJI, SWH .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (19) :743-744

[8] HIGH-RESOLUTION NUCLEAR MAGNETIC-RESONANCE STUDIES OF CHEMICAL-REACTIONS USING FLOWING LIQUIDS - INVESTIGATION OF KINETIC AND THERMODYNAMIC INTERMEDIATES FORMED BY ATTACK OF METHOXIDE ION ON 1-X-3,5-DINITROBENZENES [J].

FYFE, CA ;

COCIVERA, M ;

DAMJI, SWH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (20) :5707-5713

[9] FLOW NUCLEAR MAGNETIC-RESONANCE INVESTIGATION OF INTERMEDIATES FORMED DURING BROMINATION OF PHENOLS IN ACETIC-ACID [J].

FYFE, CA ;

VANVEEN, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (10) :3366-3371

[10] FLOW NUCLEAR MAGNETIC-RESONANCE INVESTIGATION OF TRANSIENT AND STABLE SPECIES FORMED BY ATTACK OF ALKOXIDE IONS ON 2,4,6-TRINITROTOLUENE [J].

FYFE, CA ;

MALKIEWICH, CD ;

DAMJI, SWH ;

NORRIS, AR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (22) :6983-6988

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