139005-22-4Relevant articles and documents
Sticking and patching: Tuning and anchoring cyclometallated ruthenium(ii) complexes
Ertl, Cathrin D.,Ris, Daniel P.,Meier, Stefan C.,Constable, Edwin C.,Housecroft, Catherine E.,Neuburger, Markus,Zampese, Jennifer A.
, p. 1557 - 1570 (2015)
A series of [Ru(bpy)2(C^N)][PF6] (HC^N = 2-phenylpyridine derivative) complexes functionalized in the cyclometallating C^N phenyl ring with F, Me, OMe, CO2Me, StBu, SO2Me (ligands H1-H6) or in the C^N pyridine ring with 4-CO2Me or 4-C6H4P(O)(OEt)2 substituents (ligands H7 or H9) have been prepared and characterized; representative crystal structures confirm the structural features of the complexes. When the C^N ligand contains a CO2H substituent (ligand H28), deprotonation in addition to cyclometallation occurs to give a neutral, zwitter-ionic complex [Ru(bpy)2(8)]. The synthesis of the cationic complexes requires addition of a silver(i) salt (AgPF6 or AgBF4) to abstract Cl- from cis-[Ru(bpy)2Cl2] and 1H NMR spectroscopic data are consistent with interactions between Ag+ and the coordinated C^N ligand in [Ru(bpy)2(C^N)]+. The absorption spectra of [Ru(bpy)2(C^N)][PF6] (C^N = 1-6) are similar, but the introduction of the anchoring domains in [Ru(bpy)2(C^N)][PF6] with C^N = 7 or 9 enhances the absorption response; the greatest influence is observed in [Ru(bpy)2(9)]+ with the introduction of the 4-C6H4P(O)(OEt)2 substituent. Trends in emission and electrochemical behaviours of the complexes are interpreted in terms of the influence of the electronic properties of the C^N ligand substituents on the energies of the HOMO which is localized on the C^N ligand and Ru centre. This study provides an optimized synthetic route to the phosphonate ester derivative [Ru(bpy)2(9)][PF6], designed to anchor to a semiconductor surface; this complex also exhibits the most favourable absorption properties among the complexes studied. This journal is
Ethanol-drop grinding approach: Cadmium oxide nanoparticles catalyzed the synthesis of [1,3]dioxolo[g][1]benzopyran-6-carboxylic acids and pyrido[d]pyrimidine-7-carboxylic acids
Dahi-Azar, Saman,Abdolmohammadi, Shahrzad,Mokhtari, Javad
, p. 139 - 147 (2021/03/15)
Aim and Objective: In the last decades, it has extensively been verified that nanostructured transition metal oxides emerge as inexpensive, available and extremely efficient heterogeneous catalysts in chemical transformations. The high electrical conductivity, high carrier concentration, and improved reactivity in cadmium oxide nanoparticles (CdO NPs) make it as a potential candidate for applications in the fields of nanocatalysis. [1]Benzopyran and pyridopyrimidine derivatives compose major classes of heterocyclic compounds, which have a wide spectrum of biological activities. Materials and Methods: In the present work, we report a facile and highly effective synthesis of 8-aryl-8H-[1,3]dioxolo[4,5-g][1]benzopyran-6-carboxylic acids and 1,3-dimethyl-2,4-dioxo-5-phenyl-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-7-carboxylic acids via CdO NPs catalyzed cyclo condensation reaction of 4-substituted phenylmethylidenepyruvic acids with 3,4-methylenedioxyphenol or 6-amino-1,3-dimethyluracil, which was accomplished under ethanol-drop grinding at room temperature. The described catalyst was prepared successfully by a simple precipitation method and characterized by the Fourier transformed infrared absorption (FT-IR) spectroscopy, X-Ray diffraction (XRD) analytical technique, and scanning electron microscopy (SEM). Results: A number of [1,3]dioxolo[g][1]benzopyran-6-carboxylic acids and pyrido[d]pyrimidine-7-carboxylic acids were effectively synthesized in high yields (96-98%) within short reaction times (10-15 min). All synthesized compounds were well-characterized by IR,1H and13C NMR spectroscopy, and also by elemental analyses. Conclusion: In summary, we have developed a very simple and impressive procedure for the synthesis of 8-aryl-8H-[1,3]dioxolo[4,5-g][1]benzopyran-6-carboxylic acids and 1,3-dimethyl-2,4-dioxo-5-phenyl-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-7-carboxylic acids as biologically interesting structures in the presence of CdO NPs as an efficient recyclable heterogeneous catalyst. The remarkable advantages for the offered protocol compared with traditional methods are short reaction time, good yields of the products, and the ease of operation with simple work-up procedure.
Ag/CdS nanocomposite: An efficient recyclable catalyst for the synthesis of novel 8-aryl-8h-[1,3]dioxolo[4,5-g]chromene-6-carboxylic acids under mild reaction conditions
Abdolmohammadi, Shahrzad,Nasrabadi, Seyed Reza Rasouli,Seif, Ahmad,Fard, Narges Elmi
, p. 323 - 328 (2018/08/10)
Aim and Objective: Chromene derivatives are privileged heterocyclic systems that exhibit various types of biological properties such as antioxidant, anticancer, antimicrobial, hypotensive, and local anesthetic. Cadmium sulfide nanoparticles (CdS NPs) as an efficient heterogeneous catalyst is used in various organic transformations because of its certain unique and unusual physico-chemical properties. The effectiveness of catalytic activity of CdS NPs can be improved due to the combined effect of Ag particles. Results: Ag/CdS nanocomposite is a readily available, recyclable, and non-toxic catalyst used for the highly efficient synthesis of novel 8-aryl-8H-[1,3]dioxolo[4,5-g]chromrne-6-carboxylic acids. This reaction is conveniently performed under mild reaction conditions. All synthesized compounds were well characterized by their satisfactory elemental analyses, IR, 1H and 13C NMR spectroscopy. The synthesized catalyst was fully characterized by XRD, SEM, and EDX techniques. Materials and Methods: The present methodology focuses on the condensation reaction of arylmethylidenepyruvic acids with 3,4-methylenedioxyphenol, using a catalytic amount of Ag/CdS nanocomposite (15 mol%) in aqueous media at room temperature to afford 8-aryl-8H-[1,3]dioxolo [4,5-g]chromrne-6-carboxylic acids in high yields (90-97%) within short reaction times (2-4 h). The Ag/CdS nanocomposite was also prepared by an ultrasonic-assisted sol-gel method. Conclusion: In conclusion, we have successfully synthesized novel 8-aryl-8H-[1,3]dioxolo[4,5- g]chromrne-6-carboxylic acid derivatives by the Ag/CdS nanocomposite catalyzed cyclocondensation reaction of arylmethylidenepyruvic acids with 3,4-methylenedioxyphenol under mild reaction conditions. Environmentally benign procedure, high to excellent yields of products, simplicity of operation, and use of readily available and recyclable catalyst are the advantages of this new practical reaction.
Iridium/f-Amphox-Catalyzed Asymmetric Hydrogenation of Styrylglyoxylamides
Wang, Simin,Yu, Yuena,Wen, Jialin,Zhang, Xumu
supporting information, p. 2203 - 2207 (2018/09/29)
We report an iridium-catalyzed asymmetric hydrogenation reaction for the preparation of chiral homophenylalanine derivatives. Catalyzed by an iridium/f-amphox complex, the asymmetric hydrogenation of styrylglyoxylamides was conducted smoothly with turnover numbers of up to 10,000 and up to 98% ee. This method was successfully applied in a synthesis of a fragment of benazepril, a drug used for the treatment of high blood pressure.