THE CRYSTAL-STRUCTURE OF THE SIGMA-COMPLEX OF 4,6-DINITROBENZOFUROXAN AND POTASSIUM 2-NITROPROPENIDE

被引：22

作者：

TERRIER, F

LELIEVRE, J

CHATROUSSE, AP

BOUBAKER, T

BACHET, B

COUSSON, A

机构：

[1] UNIV PARIS 06,COMMERCE & BUSINESS ADM,MINERAL CRISTALLOG LAB,F-75230 PARIS 05,FRANCE

[2] INST CURIE,PHYS & CHIM SECT,CNRS,UA 448,F-75231 PARIS 05,FRANCE

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1992年 / 03期

关键词：

D O I：

10.1039/p29920000361

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A crystalline sigma-complex (4d) of 4,6-dinitrobenzofuroxan and potassium 2-nitropropenide has been prepared and characterized by single-crystal X-ray analysis. There are two K+ and two independent anionic 2-nitropropane DNBF moieties per asymmetric unit. A cis-configuration of the hydrogen and NO2 substituents is observed. This structure determination suggests a syn-elimination process for the loss of nitrous acid from 4d which readily occurs in Me2SO solution to give the carbanion (6d) of 4,6-dinitro-7-methylbenzofuroxan.

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页码：361 / 366

页数：6

相关论文

共 38 条

[1]

BACCIOCCHI E, 1983, J AM CHEM SOC, V105, P6114

[2] THEORETICAL STUDIES ON E2 ELIMINATION-REACTIONS - EVIDENCE THAT SYN ELIMINATION IS ACCOMPANIED BY INVERSION OF CONFIGURATION AT THE CARBANIONIC CENTER [J].

BACH, RD ;

BADGER, RC ;

LANG, TJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (11) :2845-2848

[3] CONJUGATE ADDITION OF ALKYL-GRIGNARD REAGENTS TO MONONITROARENES [J].

BARTOLI, G .

ACCOUNTS OF CHEMICAL RESEARCH, 1984, 17 (03) :109-115

[4] STEREOCHEMICAL AND BASE SPECIES DICHOTOMIES IN OLEFIN-FORMING E2 ELIMINATIONS [J].

BARTSCH, RA ;

ZAVADA, J .

CHEMICAL REVIEWS, 1980, 80 (06) :453-494

[5] CHAIN RADICAL NUCLEOPHILIC-SUBSTITUTION (SRN1) .11. SUBSTRATES AND NUCLEOPHILES DERIVED FROM FUNCTIONALIZED ALIPHATIC NITRO-ALKANES [J].

BEUGELMANS, R ;

LECHEVALLIER, A ;

ROUSSEAU, H .

TETRAHEDRON LETTERS, 1983, 24 (17) :1787-1790

[6] AMBIDENT NUCLEOPHILIC REACTIVITY IN SIGMA-COMPLEX FORMATION .6. REACTIVITY-SELECTIVITY RELATIONSHIPS IN REACTIONS OF AMBIDENT NUCLEOPHILES WITH THE SUPERELECTROPHILES 4,6-DINITROBENZOFUROXAN AND 4,6-DINITRO-2-(2',4',6'-TRINITROPHENYL)BENZOTRIAZOLE 1-OXIDE [J].

BUNCEL, E ;

RENFROW, RA ;

STRAUSS, MJ .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (04) :488-495

[7]

BUNCEL E, 1984, ELECTRON DEFICIENT A, pCH4

[8] STRUCTURE OF PENTANEPTUNYL(V) AND TRIAMMONIUM BIS(1,2,4,5-BENZENETETRACARBOXYLATE) IN 7 WATER-MOLECULES [J].

COUSSON, A .

ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1985, 41 :1758-1761

[9] CRYSTAL AND MOLECULAR STRUCTURE OF COMPLEXES OF 2,4,6-TRINITROPHENETOLE WITH CAESIUM OR POTASSIUM ETHOXIDE (MEISENHEIMER SALTS) [J].

DESTRO, R ;

GRAMACCI.CM ;

SIMONETT.M .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL CRYSTALLOGRAPHY AND CRYSTAL CHEMISTRY, 1968, B 24 :1369-&

[10] STRUCTURE OF THE POTASSIUM METHOXIDE ADDUCT OF S-TRINITROBENZENE, A MEISENHEIMER COMPLEX [J].

DESTRO, R ;

PILATI, T ;

SIMONETTA, M .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1979, 35 (MAR) :733-736

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