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.
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.
Kr?hnke pyridines: Rapid and facile access to Mcl-1 inhibitors
Conlon, Ivie L.,Van Eker, Daniel,Abdelmalak, Sameh,Murphy, William A.,Bashir, Hassan,Sun, Michael,Chauhan, Jay,Varney, Kristen M.,Godoy-Ruiz, Raquel,Wilder, Paul T.,Fletcher, Steven
supporting information, p. 1949 - 1953 (2018/05/04)
The tumorigenic activity of upregulated Mcl-1 is manifested by binding the BH3 α-helical death domains of opposing Bcl-2 family members, neutralizing them and preventing apoptosis. Accordingly, the development of Mcl-1 inhibitors largely focuses on synthe
