502-41-0Relevant articles and documents
Adachi et al.
, p. 1960,1961,1962,1963,1969 (1972)
Meerwein-Ponndorf-Verley reduction of cycloalkanones over magnesium-aluminium oxide
Aramendía, María A.,Borau, Victoriano,Jiménez, César,Marinas, José M.,Ruiz, José R.,Urbano, Francisco J.
, p. 1122 - 1125 (2002)
MgO-Al2O3 obtained from layered double hydroxide has been studied as a catalyst in the Meerwein-Ponndorf-Verley (MPV) reduction of cycloalkanones and substituted cyclohexanones in the liquid phase. Conversions for cycloalkanones always exceeded 95% and the selectivity was 100% within thefirst 10h of reaction. In the MPV reduction of 4-tert-butylcyclohexanone to 4-tert-butylcyclohexanol a high stereoselectivity (cis:trans ratio > 12) was obtained. This stereoselectivity is explained by the transition-state selectivity imposed by the adsorption complex. For the reduction of cyclohexanone, a recycling test showed that the catalyst can be reused up to four times without losing more than 10% catalytic activity.
Extending the family of quinolone antibacterials to new copper derivatives: self-assembly, structural and topological features, catalytic and biological activity
Xerras, Panagiotis,Bacharidou, Anna-Maria,Kalogiannis, Stavros,Perdih, Franc,Kirillova, Marina V.,Kirillov, Alexander M.,Turel, Iztok,Psomas, George
, p. 19644 - 19658 (2018)
A new series of copper(ii) compounds, [Cu(pef)2(MeOH)] (1), [Cu(pef)(bipyam)Cl] (2), [Cu(pef)(phen)Cl] (3) and [Cu(pef)(bipy)Cl] (4), bearing the quinolone family member pefloxacin (Hpef) were self-assembled in the presence (optional) of N,N′-donor heterocyclic ligands such as 2,2′-bipyridylamine (bipyam), 1,10-phenanthroline (phen), or 2,2′-bipyridine (bipy). The products were fully characterized, including single-crystal X-ray diffraction analysis of 2-4. The structures are extended into 1D (2), 2D (3), or 3D (4) networks via multiple H-bonds between the monocopper(ii) units and guest water and/or methanol molecules; the latter are arranged into different types of water and hybrid water-methanol clusters. The resulting H-bonded networks were classified from a topological viewpoint, revealing diverse topologies that also include an undocumented type. Compounds 2-4 also act as homogeneous catalysts in a model oxidation reaction, namely the mild oxidation of C6-C8 cycloalkanes by H2O2 at 50 °C to give cyclic alcohols and ketones. The effects of various reaction parameters (substrate scope, temperature, and loadings of catalyst, cycloalkane, and oxidant) and selectivity features were investigated. Besides, products 1-4 also show remarkable antibacterial activity against four different microorganisms (Escherichia coli, Xanthomonas campestris, Staphylococcus aureus and Bacillus subtilis), which is superior to that of free Hpef. The interaction of the Cu(ii) compounds with calf-thymus DNA was studied suggesting intercalation as the most possible binding mode. Furthermore, the interaction of the obtained copper(ii) derivatives with human/bovine serum albumin was investigated by fluorescence emission spectroscopy and the corresponding albumin-binding constants were established. This study widens a limited family of transition metal pefloxacin derivatives.
Aluminum metal-organic framework as a new host for preparation of encapsulated metal complex catalysts
Chen, Yanfeng,Fan, Binbin,Lu, Ningyue,Li, Ruifeng
, p. 91 - 95 (2015)
A facile strategy for encapsulation of metal complex guests into MOFs was proposed. This strategy involves pre-adsorbing metal salt on MOF, and then coordinating the metal ions with the organic ligand, as exemplified by encapsulation of tris(1,10-phenanthroline) Cu(II) complexes (CuPhen) in MIL-100(Al) (denoted as CuPhen/MIL). CuPhen encapsulated in MIL-100(Al) showed higher catalytic activity than the neat CuPhen and CuPhen encapsulated in zeolite-Y. The prepared CuPhen/MIL catalyst was stable and could be reused at least three times without significant loss in activity. This work is beneficial for the host-guest chemistry study and the development of new heterogeneous catalysts.
Synthesis of new rhodium(III) complex by benzylic C[sbnd]S bond cleavage of thioether containing NNS donor Schiff base ligand: Investigation of catalytic activity towards transfer hydrogenation of ketones
Biswas, Sujan,Das, Akash,Kumar Manna, Chandan,Kumar Mondal, Tapan,Naskar, Rahul
, (2020/11/04)
A new rhodium(III)-triphenylphosphine mixed ligand complex, [Rh(PPh3)(L)Cl2] (1) is synthesized by benzylic C[sbnd]S bond cleavage of L-CH2Ph ligand (where, L-CH2Ph = 2-(benzylthio)-N-(pyridin-2-ylmethylene)aniline). The complex is thoroughly characterized by several spectroscopic techniques. Geometry of the complex is confirmed by single crystal X-ray crystallography. Electronic structure, redox properties, absorption and emission properties of the complex were studied. DFT and TDDFT calculations were carried out to interpret the electronic structure and absorption properties of the complex respectively. The synthesized Rh(III) complex was tested as catalyst towards transfer hydrogenation reaction of ketones in iPrOH and an excellent catalytic conversion was observed under mild conditions.
Efficient oxidation of cycloalkanes with simultaneously increased conversion and selectivity using O2 catalyzed by metalloporphyrins and boosted by Zn(AcO)2: A practical strategy to inhibit the formation of aliphatic diacids
Shen, Hai-Min,Wang, Xiong,Ning, Lei,Guo, A-Bing,Deng, Jin-Hui,She, Yuan-Bin
, (2020/11/20)
The direct sources of aliphatic acids in cycloalkanes oxidation were investigated, and a strategy to suppress the formation of aliphatic acids was adopted through enhancing the catalytic transformation of oxidation intermediates cycloalkyl hydroperoxides to cycloalkanols by Zn(II) and delaying the emergence of cycloalkanones. Benefitted from the delayed formation of cycloalkanones and suppressed non-selective thermal decomposition of cycloalkyl hydroperoxides, the conversion of cycloalkanes and selectivity towards cycloalkanols and cycloalkanones were increased simultaneously with satisfying tolerance to both of metalloporphyrins and substrates. For cyclohexane, the selectivity towards KA-oil was increased from 80.1% to 96.9% meanwhile the conversion was increased from 3.83 % to 6.53 %, a very competitive conversion level with higher selectivity compared with current industrial process. This protocol is not only a valuable strategy to overcome the problems of low conversion and low selectivity lying in front of current cyclohexane oxidation in industry, but also an important reference to other alkanes oxidation.
A Zr-Based Metal-Organic Framework with a DUT-52 Structure Containing a Trifluoroacetamido-Functionalized Linker for Aqueous Phase Fluorescence Sensing of the Cyanide Ion and Aerobic Oxidation of Cyclohexane
Gogoi, Chiranjib,Nagarjun, Nagarathinam,Roy, Shubasis,Mostakim,Volkmer, Dirk,Dhakshinamoorthy, Amarajothi,Biswas, Shyam
supporting information, p. 4539 - 4550 (2021/04/06)
A zirconium (Zr) metal-organic framework having a DUT-52 (DUT stands for Dresden University of Technology) structure with face-centered cubic topology and bearing the rigid 1-(2,2,2-trifluoroacetamido) naphthalene-3,7-dicarboxylic acid (H2NDC-NHCOCF3) ligand was prepared, and its solid structure was characterized with the help of the X-ray powder diffraction (XRPD) technique. Other characterization methods like thermogravimetric analysis (TGA) and Fourier transform infrared (FT-IR) spectroscopy were applied to verify the phase purity of the compound. In order to get the solvent-free compound (1′), 1 was stirred with methanol for overnight and subsequently heated at 100 °C overnight under vacuum. As-synthesized (1) and activated (1′) compounds are thermally stable up to 300 °C. The Brunsuer Emmett-Teller (BET) surface area of 1′ was found to be 1105 m2 g-1. Fluorescence titration experiments showed that 1′ exhibits highly selective and sensitive fluorescence turn-on behavior toward cyanide (CN-) anion. The interference experiments suggested that other anions did not interfere in the detection of CN-. Moreover, a very short response time (2 min) was shown by probe 1′ for CN- detection. The detection limit was found to be 0.23 μM. 1′ can also be effectively used for CN- detection in real water samples. The mechanism for the selective detection of CN- was investigated systematically. Furthermore, the aerobic oxidation of cyclohexane was performed with 1′ under mild reaction conditions, observing higher activity than the analogous DUT-52 solid under identical conditions. These experiments clearly indicate the benefits of hydrophobic cavities of 1′ in achieving higher conversion of cyclohexane and cyclohexanol/cyclohexanone selectivity. Catalyst stability was proved by two consecutive reuses and comparing the structural integrity of 1′ before and after reuses by the XRPD study.
