39859-81-9Relevant academic research and scientific papers
Ruthenium/dendrimer complex immobilized on silica-functionalized magnetite nanoparticles catalyzed oxidation of stilbenes to benzil derivatives at room temperature
Ghanaatzadeh, Niloofar,Hashemi, Hajar,Moghadam, Majid,Niknam, Khodabakhsh,Saberi, Dariush
, (2020/02/13)
A new ruthenium/dendrimer complex stabilized on the surface of silica-functionalized nano-magnetite was fabricated and well characterized. The nano-catalyst showed good activity in the synthesis of benzil derivatives via the oxidation of stilbenes with high turnover frequency (TOF) at room temperature. Moreover, the catalyst could also be reused up to fifteen times without any loss of its activity.
Visible light-induced aerobic oxidation of diarylalkynes to α-diketones catalyzed by copper-superoxo at room temperature
Charpe, Vaibhav Pramod,Hwang, Kuo Chu,Sagadevan, Arunachalam
supporting information, p. 4426 - 4432 (2020/08/10)
We have developed the visible light induced simple copper(ii) chloride catalyzed oxidation of diarylacetylenes to α-diketones by molecular oxygen at room temperature. The in situ generated copper(ii)-superoxo complex is a light-absorbing species that oxidizes inert diarylacetylenes to α-diketones. In contrast to reported photochemical processes, the current oxidation protocol does not require any exogenous photocatalyst or radical initiator. The green chemistry metrics evaluation signifies that the E-factor for the current oxidation process is ~2.3 times better than that of reported photochemical processes. The current reaction scores 63 on the EcoScale of 0-100, indicating an adequate synthesis process. Thus, the overall oxidation process is simple, environmentally benign, and economically feasible. This journal is
Covalent Assembly and Characterization of Nonsymmetrical Single-Molecule Nodes
Nacci, Christophe,Viertel, Andreas,Hecht, Stefan,Grill, Leonhard
supporting information, p. 13724 - 13728 (2016/10/26)
The covalent linking of molecular building blocks on surfaces enables the construction of specific molecular nanostructures of well-defined shape. Molecular nodes linked to various entities play a key role in such networks, but represent a particular chal
Copper-catalyzed direct synthesis of diaryl 1,2-diketones from Aryl iodides and propiolic acids
Min, Hongkeun,Palani, Thiruvengadam,Park, Kyungho,Hwang, Jinil,Lee, Sunwoo
, p. 6279 - 6285 (2014/07/21)
Benzil derivatives such as diaryl 1,2-diketones are synthesized via the direct decarboxylative coupling reaction of aryl propiolic acids and their oxidation. The optimized conditions are that the reaction of aryl propiolic acids and aryl iodides is conducted at 140°C for 6 h in the presence of 10 mol % CuI/Cu(OTf)2 and Cs2CO3, after which HI (aq) is added and further reacted. The method shows good functional group tolerance toward ester, aldehyde, cyano, and nitro groups. In addition, symmetrical diaryl 1,2-diketones are obtained from aryl iodides and propiolic acid in the presence of palladium and copper catalysts.
Copper-catalyzed oxidation of deoxybenzoins to benzils under aerobic conditions
Cacchi, Sandro,Fabrizi, Giancarlo,Goggiamani, Antonella,Iazzetti, Antonia,Verdiglione, Rosanna
supporting information, p. 1701 - 1707 (2013/07/27)
A novel copper-catalyzed approach to benzils from readily available deoxybenzoins under neutral conditions using air as the oxidant has been developed. The reaction tolerates a variety of useful substituents including chloro, bromo, iodo, keto, ester, and cyano groups. Georg Thieme Verlag Stuttgart, New York.
Ruthenium-catalyzed oxidation of alkynes to 1,2-diketones under room temperature and one-pot synthesis of quinoxalines
Xu, Yuan,Wan, Xiaobing
supporting information, p. 642 - 645 (2013/02/23)
A ruthenium-catalyzed alkyne oxidation to 1,2-diketones using Oxone under room temperature is reported. Both substrate scope and mechanism were discussed. Notably, combination of the alkyne oxidation and condensation cyclization in one pot offers a very efficient and convenient entry into quinoxaline derivatives.
Iron-promoted C - C bond cleavage of 1,3-diketones: A route to 1,2-diketones under mild reaction conditions
Huang, Lehao,Cheng, Kai,Yao, Bangben,Xie, Yongju,Zhang, Yuhong
experimental part, p. 5732 - 5737 (2011/08/22)
A conceptual method for the preparation of 1,2-diketones is reported. The selective C - C bond cleavage of 1,3-diketones affords the 1,2-diketones in high yields under mild reaction conditions in air by the use of FeCl3 as the catalyst and tert-butyl nitrite (TBN) as the oxidant without the use of solvent. The possible reaction mechanism is discussed. This protocol provides an expeditious route to the useful 1,2-diketones.
Ruthenium-catalyzed alkyne oxidation with part-per-million catalyst loadings
Ren, Wei,Liu, Jinfeng,Chen, Long,Wan, Xiaobing
supporting information; experimental part, p. 1424 - 1428 (2010/08/19)
Using a catalytic system of the (cymene)ruthenium dichloride dimer, [Ru(cymene)Cl2]2, (0.001 mol%) and iodine (10 mol%), a variety of alkynes bearing different functional groups were oxidized with tert-butyl hydroperoxide (TBHP; 70% solution in water) under mild conditions to give 1,2diketones in good to excellent yields. Two noteworthy features of the method are the extremely high catalyst productivity (TON up to 420,000) and scale-up to 1 mol. Preliminary mechanism investigations showed that iodonium ion and water were involved in the transformation.
THE SYNTHESIS OF PERFLUOROALKYL AND PERFLUOROALKYLETHER SUBSTITUTED BENZILS
Paciorek, K. J. L.,Masuda, S. R.,Shih, J. G.,Nakahara, J. H.
, p. 233 - 248 (2007/10/02)
Mono- and di-iodoperfluoroalkylethers were synthesized and their reactions, as well as those of iodofluoroalkanes, with 4-iodobenzil were investigated.The formation of C8F17C6H4CHO, C8F17C6H4CO2H, C8F17C6H4COCOC6H5, and C8F17OCF2CF2C6H4COCOC6H5 proceeded readily.No C8F17OCF2C6H4COCOC6H5 was produced from the reaction of C8F17OCF2I with 4-iodobenzil in the presence of copper bronze.Low yields of bridged bisbenzils were obtained from the coupling rections of ICF2CF2O(CF2)5OCF2CF2I and I(CF2CF2O)5CF2CF2I with 4-iodobenzil.Based on by-products formed, the operative mechanisms are postulated.
