Reactions of aromatic compounds with nucleophilic reagents in liquid ammonia: XVII. Effect of ionic association on the orientation in aryloxydefluorination of 2,4-difluoronitrobenzene

被引：1

作者：

Politanskaya, LV ^{[1
]}

Ryabitskaya, EV ^{[1
]}

Malykhin, EV ^{[1
]}

Steingartz, VD ^{[1
]}

机构：

[1] Russian Acad Sci, Novosibirsk Organ Chem Inst, Siberian Div, Novosibirsk 630090, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 36卷 / 06期

关键词：

Crown Ether; Alkali Metal Cation; Liquid Ammonia; Bu4N; Ionic Association;

D O I：

10.1007/BF02757434

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The analysis of dependence of fluorine replacement orientation in 2,4-difluoronitrobenzene effected by nucleophiles Y-C6H4OM (Y = p-OMe, p-Me, m-Me, H, p-F, p-Cl, m-F, m-Cl; M = Li, Na, K, Et4N, Bu4N) in liquid ammonia medium at -35 degreesC on the nature of M, Y, on nucleophile concentration, on addition of crown ethers, diaminoalkanes, and dimethoxyethane indicates the occurrence of ionic association at M = K, Na.

引用

页码：801 / 807

页数：7

共 10 条

[1] Reactions of aromatic compounds with nucleophilic reagents in liquid ammonia: XVII. Effect of ionic association on the orientation in aryloxydefluorination of 2,4-difluoronitrobenzene
L. V. Politanskaya
E. V. Ryabitskaya
E. V. Malykhin
V. D. Steingartz
Russian Journal of Electrochemistry, 2000, 36 : 801 - 807
[2] Interaction of aromatic compounds with nucleophilic reagents in liquid ammonia .16. Thermodynamic aspects of orientation in 2,4-difluoronitrobenzene reactions with lithium substituted phenolates
Politanskaya, LV
Malykhin, EV
Shteingarts, VD
ZHURNAL ORGANICHESKOI KHIMII, 1997, 33 (05): : 703 - 710
[3] INTERACTION OF AROMATIC-COMPOUNDS WITH NUCLEOPHILIC-REAGENTS IN THE LIQUID AMMONIUM MEDIUM .6. ORIENTATION IN 2,4-DIFLUORONITROBENZENE REACTIONS WITH ALCOHOLATES AND PHENOLATES OF ALKALI-METALS
KIZNER, TA
SHTEINGARTS, VD
ZHURNAL ORGANICHESKOI KHIMII, 1985, 21 (11): : 2376 - 2382
[4] Interaction of aromatic compounds with nucleophilic reagents in liquid ammonium .14. Effect of liquid ammonium as a solvent on the dependence of 2,4-difluoronitrobenzene phenoxydefluorination orientation on the substituent nature in nucleophile
Politanskaya, LV
Malykhin, EV
Shteingarts, VD
ZHURNAL ORGANICHESKOI KHIMII, 1996, 32 (08): : 1174 - 1185
[5] REACTION OF AROMATIC-COMPOUNDS WITH NUCLEOPHILIC-REAGENTS IN A LIQUID-AMMONIA MEDIUM .4. NUCLEOPHILIC AND PROTOPHILIC ACTIVITY OF METHYLATE AND HYDROXYL ANIONS IN REACTIONS WITH POLYFLUOROAROMATIC COMPOUNDS
SHTARK, AA
CHUIKOVA, TV
SHTEINGARTS, VD
ZHURNAL ORGANICHESKOI KHIMII, 1984, 20 (05): : 1055 - 1063
[6] REACTION OF AROMATIC-COMPOUNDS WITH NUCLEOPHILE REAGENTS IN AGENTS OF LIQUID-AMMONIA .2. NUCLEOPHILIC-SUBSTITUTION IN NITROHALOGEN AND POLYFLUORAROMATIC COMPOUNDS
SHTARK, AA
KIZNER, TA
SHTEINGARTS, VD
ZHURNAL ORGANICHESKOI KHIMII, 1982, 18 (11): : 2321 - 2327
[7] NUCLEOPHILIC-SUBSTITUTION IN AROMATIC-COMPOUNDS WITH FLUORINE-CONTAINING SUBSTITUENTS .4. CONCURRENT REACTIONS OF 2,4-DINITROPHENYLTRIFLUOROMETHYLSULFONE WITH NUCLEOPHILIC-REAGENTS
BOIKO, VN
SHCHUPAK, GM
YAGUPOLSKII, LM
ZHURNAL ORGANICHESKOI KHIMII, 1975, 11 (08): : 1713 - 1718
[8] INTERACTION OF AROMATIC-COMPOUNDS WITH NUCLEOPHILIC-REAGENTS IN THE LIQUID AMMONIUM MEDIUM .13. ORIENTATION OF 2-HALONITROBENZENE HYDROXYLATION BY POTASSIUM HYDROXIDE
MALYKHIN, EV
KOLESNICHENKO, GA
SHTEINGARTS, VD
ZHURNAL ORGANICHESKOI KHIMII, 1991, 27 (06): : 1317 - 1320
[9] REACTIONS OF POLYHALOANTHRAQUINONES WITH NUCLEOPHILIC REAGENTS .3. EFFECT OF ASSOCIATION OF AMINES THROUGH HYDROGEN BONDS ON ORIENTATION OF ENTERING AMINO GROUP IN 1,2,3,4-TETRAFLUOROANTHRAQUINONE
FOKIN, EP
LOSKUTOV, VA
JOURNAL OF GENERAL CHEMISTRY USSR, 1968, 38 (08): : 1831 - &
[10] ANION-RADICALS OF AROMATIC-COMPOUNDS .8. EFFECT OF THE IONIC ASSOCIATION NATURE ON CORRELATION OF NUCLEOPHILIC AND ELECTRONDONOR PROPERTIES OF THE BENZOPHENONE ANION-RADICAL IN PERCHLORATE REACTIONS WITH N,N,N-TRIMETHYLPHENYL AMMONIUM
BILKIS, II
SELIVANOV, BA
SHTEINGARTS, VD
ZHURNAL ORGANICHESKOI KHIMII, 1986, 22 (04): : 794 - 806

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