- Kishner's reduction of 2-furylhydrazone gives 2-methylene-2,3-dihydrofuran, a highly reactive ene in the ene reaction
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(Chemical Equation Presented) The Kishner reduction of 2-furylhydrazone gives 2-methylene-2,3-dihydrofuran as the major abnormal reduction product. 2-Methylene-2,3-dihydrofuran is an excellent ene in the carbonyl-ene reaction, reacting with a variety of aldehydes. Most notable was the asymmetric carbonyl-ene reaction of 2-methylene-2,3-dihydrofuran and decanal using Ti(OCH(CH3)2)4/(S)-BINOL to give the corresponding alcohol in 66% yield and 94% ee. The reaction of 2-methylene-2,3-dihydrofuran with 2 equiv of 1,4-benzoquinone unexpectedly gave a monoalkylated 1,4-hydroquinone/1,4-benzoquinone electron donor-acceptor complex.
- Miles, William H.,Dethoff, Elizabeth A.,Tuson, Hannah H.,Ulas, Goezde
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- Mixed ligand cobalt and palladium complexes containing triphenylphosphine and a hydrazone: Synthesis and application in non-linear optics
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Mixed ligand complexes of cobalt and palladium containing triphenylphosphine and a hydrazone derived from furfural and hydrazine hydrate have been designed, synthesized, evaluated, and characterized from their spectral properties, elemental analysis, and magnetic susceptibility measurements. The spectral techniques suggest that the complexes exhibit square planar geometry. The monomeric properties of the complexes are evaluated from their magnetic susceptibility values. The complexes were subjected to z-scan analysis for third-order non-linear optical measurements. Non-linear transmission measurements performed using laser pulses at 532 nm in nanosecond indicate that the complexes may show good potential as optical limiters.
- Ramakrishna, Dileep
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p. 462 - 466
(2020/07/30)
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- Catalytic Transfer Hydrogenation of Furfural to Furfuryl Alcohol by using Ultrasmall Rh Nanoparticles Embedded on Diamine-Functionalized KIT-6
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A Rh/ED-KIT-6 catalyst comprised of Rh nanoparticles embedded on mesoporous silica (KIT-6) functionalized with N1-[3-(trimethoxysilyl)propyl]ethane-1,2-diamine was synthesized by Rh3+ adsorption and chemical reduction in the liquid phase. The structure of ED-KIT-6 and textural properties of the pristine and supported Rh catalysts, as well as particle size and chemical state of the Rh species were examined by various analytical methods. The homogeneous dispersion of ultrasmall Rh nanoparticles, approximately 1.2 nm in size, stabilized by the grafted diamine (ED) species was confirmed. Rh/ED-KIT-6 was applied to the transfer hydrogenation of furfural (FFR) to furfuryl alcohol (FAL) by using formic acid (FA) as the hydrogen source. The effect of the solvent and reaction parameters, such as temperature, reaction time, and FA/FFR ratio, were investigated. The Rh-embedded catalyst exhibited a significantly high turnover frequency (TOF≈204 h?1) to that of Ru, Pd, or Ni-based catalysts on KIT-6. A plausible reaction mechanism was proposed after examining an independent FA decomposition reaction over the same Rh-ED-KIT-6 catalyst. The heterogeneity of the catalyst was verified by a hot filtration experiment. The Rh/ED-KIT-6 could be reused for up to three cycles without any decrease in catalytic activity and selectivity, but the slow oxidation of Rh species was detected.
- Neeli, Chinna Krishna Prasad,Chung, Young-Min,Ahn, Wha-Seung
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p. 4570 - 4579
(2017/11/29)
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- A convenient preparation of 2-(2-arylidene)- and 2-(2-polyhydroxyalkylidene)hydrazono-4-imidazolidinones with various heterocyclic side chain substituents at position 5 as potential antiviral and antitumor agents
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A variety of novel 5-[(Z)-arylidene]-2-[(2-(E)-arylidene)hydrazono]4-imidazolidinones 1a-c to 4a,b and 5-[(Z)-arylidene]-2-[(2-(E)-polyhydroxyalkylidene)hydrazono]-4- imidazolidinones 5a-c to 7a-c were prepared from the reaction of 5-[(Z)-arylidene]-2-methylmercaptohydantoins 8a-c with 2-(E)-arylidene hydrazones 13a-d and/or 2-(E)-monosaccharides hydrazones 16a-c. The linear structure, and not that of the angular isomer, has been selected for the products. This structure has been confirmed from a model study of the condensation of 5-[(Z)-2-thienylidene]-2-hydrazono-4-imidazolidinone 9a with benzaldehyde and D-galactose, respectively. The acetylation and benzoylation reactions of compounds 1-7 have been studied. All the new compounds were tested for their potential antiviral and antitumor activities.
- Khodair, Ahmed I.
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p. 1157 - 1173
(2007/10/03)
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- Synthesis and X-ray Photoelectron Spectra of Some Azines
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Arylhydrazone-N-carboxylic esters (I) were treated with hydrazine hydrate, or sodium hydroxide, to give the hydrazones (II).Acidification of the latter produced the corresponding azines (III).The structures of compounds I - III were substantiated by chemical and spectral analysis.
- El-Rayyes, Nizar R.,Katrib, Ali H.
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p. 132 - 134
(2007/10/02)
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