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Monocyclic 3-and 5-ferrocenyl-4,5-dihydropyrazoles with a free NH group in the molecule react with acetylacetone to form the corresponding enaminocarbonyl compounds. The latter were isolated as a single isomer, presumably E. 3-Ferrocenyldihydropyrazoles and 5-ferrocenyl-3-(p-methoxyphenyl)-4,5-dihydropyrazole analogously react with acetoacetic ester. 5-Ferrocenyl-3-phenyl-, 3-(p-bromophenyl)-5-ferrocenyl, and 3,5-diferrocenyl-4,5-dihydropyrazoles react with acetoacetic ester to form acetoacetylpyrazolides.

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“…In all the cases, enaminocarbonyl derivatives Va3Vc, VIa3Vd, VIIa3Vc, and VIIIb were obtained as a single, probably E, geometric isomer[10].…”

mentioning

confidence: 86%

Reaction of monocyclic ferrocenyl-4,5-dihydropyrazoles with β-dicarbonyl compounds

et al. 2004

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“…The bulky substituent is anticipated to hinder the migration in composite propellants. [10,13,14] Introduction in dihydropyrazole of additional various acyl substituents on the N atom makes the compounds more stable, [15,16] which is a vital property of a burning rate catalyst.…”

Section: Introductionmentioning

confidence: 99%

“…1,3-Diferrocenyl-2-propen-1-on (1) was prepared following the previously reported methods. [16] Synthesis of the Dihydropyrazole-bridged Dinuclear Ferrocenyl Derivatives…”

mentioning

confidence: 99%

Synthesis of dihydropyrazole‐bridged dinuclear ferrocenyl derivatives and their catalytic effect on thermal decomposition of ammonium perchlorate

Gao

et al. 2011

Applied Organom Chemis

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Dihydropyrazole-bridged dinuclear ferrocenyl derivatives (3a-3c) have been synthesized by the reaction of 1,3-diferrocenyl-2-propen-1-on (1) with hydrazine, then acylation with acyl chloride directly. The structures were determined by mass spectrometry, IR and 1 H NMR spectroscopy. The compound 3c was characterized by single-crystal X-ray analyses. It was found that compounds 3a-3c have significant catalytic effect on the decomposition of ammonium perchlorate (AP). Compared with the thermal decomposition of pure AP, adding 3a, 3b and 3c in AP decreases its decomposition temperature by 78.8, 74.3 and 57.1• C, respectively.

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“…It is known that the introduction of ferrocenyl substituents into the three-membered cyclopropene ring markedly changes its properties, as was observed in the case of 3-ferrocenylcyclopropenes [9][10][11][12].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of stable 1-ethoxy-2,3-diferrocenylcyclopropenylium tetrafluoroborate and its reactions with lithium reagents

Klimova

Lara

et al. 2006

Journal of Organometallic Chemistry

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Cited by 9 publications

References 5 publications

Reaction of monocyclic ferrocenyl-4,5-dihydropyrazoles with β-dicarbonyl compounds

Reaction of monocyclic ferrocenyl-4,5-dihydropyrazoles with β-dicarbonyl compounds

Synthesis of dihydropyrazole‐bridged dinuclear ferrocenyl derivatives and their catalytic effect on thermal decomposition of ammonium perchlorate

Synthesis of stable 1-ethoxy-2,3-diferrocenylcyclopropenylium tetrafluoroborate and its reactions with lithium reagents

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