OZONE-MEDIATED NITRATION OF ARENAS WITH NITROGEN-DIOXIDE - CHANGE-OVER OF THE ORIENTING INFLUENCES OF ALKYL, ALKOXYL AND HALOGEN SUBSTITUENT GROUPS FROM META TO ORTHO-PARA DOMINANCE

被引：19

作者：

SUZUKI, H

MURASHIMA, T

MORI, T

机构：

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1994年 / 12期

关键词：

D O I：

10.1039/c39940001443

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In ozone-mediated nitration of toluene, anisole and chlorobenzene with nitrogen dioxide, the initial products have been found to be composed mainly of the meta-nitro derivatives, but the isomer distributions are rapidly replaced by the ortho-pal-a isomers as the reaction proceeds, suggesting the operation of the electron transfer mechanism involving the nitrogen trioxide as initial electrophile.

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页码：1443 / 1444

页数：2

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[11] OZONE-MEDIATED NITRATION OF CHLORO-BENZENE AND BROMO-BENZENE AND SOME METHYL-DERIVATIVES WITH NITROGEN-DIOXIDE - HIGH ORTHO-DIRECTING TRENDS OF THE CHLORINE AND BROMINE SUBSTITUENTS [J].

SUZUKI, H ;

MORI, T .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (03) :479-484

[12] A NON-ACID METHODOLOGY FOR POLYNITRATION OF ARENES AT LOW-TEMPERATURES [J].

SUZUKI, H ;

MURASHIMA, T ;

SHIMIZU, K ;

TSUKAMOTO, K .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (15) :1049-1050

[13] ORTHO ENHANCEMENT IN THE OZONE-MEDIATED NITRATION OF SOME AROMATIC CARBONYL-COMPOUNDS WITH NITROGEN-DIOXIDE [J].

SUZUKI, H ;

MURASHIMA, T ;

TATSUMI, A ;

KOZAI, I .

CHEMISTRY LETTERS, 1993, (08) :1421-1424

[14] REVERSAL OF THE ORTHO-PARA-ISOMER RATIOS BY ALTERING THE INITIAL CONCENTRATION OF SUBSTRATE IN THE OZONE-MEDIATED NITRATION OF CHLORO-BENZENE AND BROMO-BENZENE [J].

SUZUKI, H ;

MORI, T ;

MAEDA, K .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (17) :1335-1337

[15] OZONE-MEDIATED NITRATION OF AROMATIC KETONES AND RELATED-COMPOUNDS WITH NITROGEN-DIOXIDE [J].

SUZUKI, H ;

MURASHIMA, T .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (07) :903-908

[16] THE OZONE-MEDIATED REACTION OF NONACTIVATED ARENES WITH NITROGEN-OXIDES [J].

SUZUKI, H ;

MURASHIMA, T ;

SHIMIZU, K ;

TSUKAMOTO, K .

CHEMISTRY LETTERS, 1991, (05) :817-818

[17] ORTHO-SELECTIVE NITRATION OF ACETANILIDES WITH NITROGEN-DIOXIDE IN THE PRESENCE OF OZONE [J].

SUZUKI, H ;

ISHIBASHI, T ;

MURASHIMA, T ;

TSUKAMOTO, K .

TETRAHEDRON LETTERS, 1991, 32 (45) :6591-6594

[18] FREE RADICAL MECHANISM OF NITRATION [J].

TITOV, AI .

TETRAHEDRON, 1963, 19 (04) :557-&