4-(4-nitrobenzyl) pyridine in reaction with diferrocenyl(methylthio) cyclopropenylium iodide

被引：0

作者：

Vazquez Lopez, Eduardo Arturo ^{[1
]}

Flores-Alamo, Marcos ^{[1
]}

Martinez Mendoza, Juan Manuel ^{[1
]}

Klimova, Elena I. ^{[1
]}

机构：

[1] Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico

来源：

JOURNAL OF THE MEXICAN CHEMICAL SOCIETY | 2007年 / 51卷 / 01期

关键词：

ferrocene; cyclopropenylium iodide; cyclopropenes; diferrocenyl-1,3-butadiene;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Diferrocenyl(methylthio) cyclopropenylium iodide reacts with nitro compounds as CH-acids in the presence of triethylamine to yield both products with retention of the three-carbon ring and ring-opening products. Thus, 4-(4-nitrobenzyl) pyridine affords 1,2-diferrocenyl-3,3-dimethylthio-and 1,2-diferrocenyl-3-[(4-nitrophenyl)(4-pyridyl) methylidene] cyclopropenes and acyclic compounds: 2,3-diferrocenyl-1,3,3-tris(methylthio) propene and 2,3-diferrocenyl-1-methylthio-4-(4-nitrophenyl)-4-(4-pyridyl) buta-1,3-diene. Their structures were established based on data from H-1 and C-13 NMR spectroscopy and X-ray diffraction analysis. The mechanistic aspects of these reactions are discussed.

引用

页码：15 / 19

页数：5

共 12 条

[1] STABILIZATION OF CYCLOPROPENIUM ION BY NONBENZENOID AROMATICS - TRIFERROCENYLCYCLOPROPENIUM ION AND DIFERROCENYLCYCLOPROPENONE [J].

AGRANAT, I ;

AHARONSHALOM, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (13) :3829-3830

[2] Electron and proton reservoir complexes: Thermodynamic basis for C-H activation and applications in redox and dendrimer chemistry [J].

Astruc, D .

ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (05) :287-298

[3] Synthesis, structures and some chemical and electrochemical properties of E-1,2-diferrocenyl-3-methylthioprop-2-enone and its ketals [J].

Berestneva, Tatiana Klimova ;

Garcia, Marcos Martinez ;

Ortiz-Frade, Luis ;

Ortega, Simon Hernandez ;

Toscano, Ruben A. ;

Klimova, Elena .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (13) :2872-2882

[4] Diferrocenyl(methylthio)cyclopropenylium iodide in the synthesis of 2,3-diferrocenyl-1-methylthio-1,3-dienes and-1,3,5-trienes [J].

Berestneva, TK ;

Klimova, EI ;

Stivalet, JMM ;

Hernández-Ortega, S ;

García, MM .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (20) :4406-4413

[5] Diferrocenylcyclopropenyl cations.: Synthesis, structures, and some chemical properties [J].

Klimova, EI ;

Berestneva, TK ;

Ortega, SH ;

Iturbide, DM ;

Marquez, AG ;

García, MM .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (14) :3333-3339

[6] 3,3-diethyl- and 3,3-dibenzyl-1,2-diferrocenylcyclopropenes [J].

Klimova, EI ;

Berestneva, TK ;

Cinquantini, A ;

Corsini, M ;

Zanello, P ;

Toscano, RA ;

Hernández-Ortega, S ;

García, MM .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2003, 1 (24) :4458-4464

[7] 2,3-diferrocenylcyclopropenone:: Synthesis, structure, and some chemical and electrochemical properties [J].

Klimova, EI ;

Berestneva, TK ;

Ramirez, LR ;

Cinquantini, A ;

Corsini, M ;

Zanello, P ;

Hernández-Ortega, S ;

García, MM .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (21) :4265-4272

[8] 3-ferrocenyl-3-(1-naphthyl)cyclopropene. Synthesis, structure, and chemical transformations [J].

Klimova, EI ;

Ramirez, LR ;

Berestneva, TK ;

Garcia, MM ;

Moreno-Esparza, R ;

Toledano, CA ;

Toscano, RA .

RUSSIAN CHEMICAL BULLETIN, 1998, 47 (03) :482-489

[9] Preparation, properties and coordination of new conjugated ferrocenyl-based ligands with an end-capped nitrile [J].

Mata, JA ;

Falomir, E ;

Llusar, R ;

Peris, E .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 616 (1-2) :80-88

[10] Preparation, properties, and crystal structure of new conjugated oligomers with a pendant ferrocenyl and an end-capped pyridine [J].

Mata, JA ;

Uriel, S ;

Llusar, R ;

Peris, E .

ORGANOMETALLICS, 2000, 19 (19) :3797-3802

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