2142-68-9Relevant academic research and scientific papers
A simple, efficient and recyclable copper(II) acetylacetonate catalytic system for oxidation of sec-alcohols in ionic liquid
Liu, Chong,Han, Jinyu,Wang, Juan
, p. 643 - 645 (2007)
A selective oxidation of secondary alcohols to the corresponding ketones in room temperature ionic liquid was achieved by using copper acetylacetonate/ tert-butylhydroperoxide system. The catalytic system can be recycled and reused for five runs without any significant loss of catalytic activity and products are obtained in excellent yield. Georg Thieme Verlag Stuttgart.
V2O5 anchored RuO2: An efficient nanocatalyst for aerial oxidation of alcohols
Ganesh Babu,Krishnamoorthi,Thiruneelakandan,Karvembu
, p. 1245 - 1252 (2014)
RuO2/V2O5 nanocatalyst has been prepared from Ru(acac)3 and V2O5 by a simple dry synthesis for the first time. The formation of RuO2/V 2O5 nanocatalyst was confirmed by XRD and FT-IR analyses. Morphology and size of the nanocatalyst were found using SEM and TEM respectively. SEM-EDS analysis was carried out to know the weight percentage of Ru in the catalyst. Thermal stability of the catalyst was found using TG/DTA analysis. Further, RuO2/V2O5 was found to be an efficient catalyst for the aerial oxidation of alcohols to their corresponding carbonyl compounds. Moreover, very low Ru content (0.36 mol%) was exploited for this conversion, nevertheless very high turnover number was observed. The use of recyclable nanocatalyst and atmospheric oxygen as oxidant made the system interesting from the green chemistry point of view.
Ruthenium(II) carbonyl complexes with N-[di(alkyl/aryl)carbamothioyl] benzamide derivatives and triphenylphosphine as effective catalysts for oxidation of alcohols
Gunasekaran,Remya,Radhakrishnan,Karvembu
, p. 491 - 501 (2011)
Ruthenium(II) complexes, [RuCl(L)(CO)(PPh3)2] {where L = N-[di(alkyl/aryl)carbamothioyl]benzamide derivatives}, are prepared from reaction between [RuHCl(CO)(PPh3)3] and N-[di(alkyl/aryl)carbamothioyl]benzamide derivatives in toluene and characterized by elemental analysis and spectral data (electronic, infrared, 1H NMR, and 31P NMR). The combination of [RuCl(L)(CO)(PPh3)2] (0.01 mmol) and N-methylmorpholine-N- oxide (NMO) (3 mmol) is an active catalyst for the oxidation of primary, secondary, cyclic, allylic, aliphatic, and benzylic alcohols to their corresponding aldehydes and ketones at room temperature. The oxidation protocol is simple to operate and gives the corresponding carbonyl compounds good to excellent yields.
An efficient and scalable room temperature aerobic alcohol oxidation catalyzed by iron chloride hexahydrate/mesoporous silica supported TEMPO
Wang, Lianyue,Li, Jun,Zhao, Xiaoping,Lv, Ying,Zhang, Hengyun,Gao, Shuang
, p. 6041 - 6045 (2013)
An efficient room temperature catalytic system FeCl3· 6H2O/SBA-15-TEMPO/NaNO2 for the oxidation of alcohols with dioxygen or air as terminal oxidant has been developed. Various alcohols were oxidized at a low catalyst loading (0.1-1 mol %) to the corresponding carbonyl compounds in good to excellent yields. For the oxidation of benzyl alcohol, the excellent turn-over frequency (TOF) of 81.4 h-1 was achieved (turn-over number (TON) up to 9770). The catalyst SBA-15-TEMPO can be reused for 10 reaction runs without significant loss of catalytic activity. In addition, the two components FeCl3·6H2O and SBA-15-TEMPO can also be reused for at least four reaction runs without appreciable loss of catalytic activity. In the case of large-scale experiment for the oxidation of benzyl alcohol, the desired product benzaldehyde was obtained in 94.5% yield.
Deep eutectic solvent supported TEMPO for oxidation of alcohols
Zhang, Yuecheng,Lü, Fenglian,Cao, Xiaohui,Zhao, Jiquan
, p. 40161 - 40169 (2014)
A novel deep eutectic solvent supported TEMPO (DES-TEMPO) composed of N,N-dimethyl-(4-(2,2,6,6-tetramethyl-1-oxyl-4-piperidoxyl)butyl)dodecyl ammonium salt ([Quaternium-TEMPO]+Br-) and urea was prepared. An efficient catalytic system for the oxidation of alcohols with molecular oxygen as terminal oxidant has been developed from DES-TEMPO and Fe(NO3)3·9H2O. The DES-TEMPO/Fe(NO3)3system showed good performances on the selective oxidation of various alcohols to the corresponding aldehydes and ketones under mild and solvent-free conditions. The DES could be recovered easily and recycled up to five times in the oxidation of benzyl alcohol without significant loss of catalytic activity. This journal is
Iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabled aldehyde C-H methylation
Gong, Pei-Xue,Xu, Fangning,Cheng, Lu,Gong, Xu,Zhang, Jie,Gu, Wei-Jin,Han, Wei
, p. 5905 - 5908 (2021/06/18)
A practical and general iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabling aldehyde C-H methylation for the synthesis of methyl ketones has been developed. This mild, operationally simple method uses ambient air as the sole oxidant and tolerates sensitive functional groups for the late-stage functionalization of complex natural-product-derived and polyfunctionalized molecules.
Highly ordered mesoporous hybrid silica functionalized with ionic liquid framework supported copper and its application in the oxidation of alcohols
Rajabi, Fatemeh,Bahrami, Nazli,Vessally, Esmail,Luque, Rafael
, (2021/10/27)
A highly ordered organic-inorganic hybrid nanomaterial containing copper N-heterocyclic carbene complex (Cu-NHC@Pyrm-OMS) was synthesized and characterized using various techniques including FTIR, MAS NMR, XRD, TGA, SEM, and TEM. Cu-NHC@Pyrm-OMS nanomaterial is highly efficient heterogeneous system towards the selective oxidation of primary and secondary alcohols to corresponding aldehydes and ketones under mild conditions. Moreover, the supported copper nanocatalyst exhibited outstanding stability and could be reused at least ten times, remaining almost unchanged from initial activity. This work has focused on sustainable and green chemistry that use recoverable nanocatalyst, clean oxidant and aqueous media.
o-Quinone methide with overcrowded olefin component as a dehydridation catalyst under aerobic photoirradiation conditions
Uraguchi, Daisuke,Kato, Kohsuke,Ooi, Takashi
, p. 2778 - 2783 (2021/03/14)
Ano-quinone methide (o-QM) featuring an overcrowded olefinic framework is introduced, which exhibits dehydridation activity owing to its enhanced zwitterionic character, particularly through photoexcitation. The characteristics of thiso-QM enable the operation of dehydridative catalysis in the oxidation of benzylic secondary alcohols under aerobic photoirradiation conditions. An experimental analysis and density functional theory calculations provide mechanistic insights; the ground-state zwitterionic intermediate abstracts a hydride and proton simultaneously, and the active oxygen species facilitate catalyst regeneration.
Ruthenium(II) Complexes Bearing Schiff Base Ligands for Efficient Acceptorless Dehydrogenation of Secondary Alcohols?
Dong, Qing,Feng, Qi,Han, Zhangang,Hao, Zhiqiang,Lin, Jin,Liu, Kang,Lu, Guo-Liang,Ma, Dongzhu
, p. 121 - 128 (2020/12/25)
Four ruthenium(II) complexes 1—4 [RN=CH-(2,4-(tBu)2C6H2O)]RuH(PPh3)2(CO) (R = C6H5, 1; R = 4-MeC6H4, 2; R = 4-ClC6H4, 3; R = 4-BrC6H4, 4) bearing Schiff base ligands were prepared by treating RuHClCO(PPh3)3 with RN=CH-(2,4-(tBu)2C6H2OH (L1—L4) in the presence of triethylamine. Their structures were fully characterized by elemental analysis, IR, NMR spectroscopy and X-ray crystallography. These Ru(II) complexes exhibit high catalytic performance and good functional-group compatibility in the acceptorless dehydrogenation of secondary alcohols, affording the corresponding ketones in 82%—94% yields.
Ru(iii) -based polyoxometalate tetramers as highly efficient heterogeneous catalysts for alcohol oxidation reactions at room temperature
Li, Huafeng,Ma, Pengtao,Niu, Jingyang,Song, Junpeng,Wang, Jingping,Wang, Yaqiong,Zhao, Xue,Zou, Yan
, p. 12664 - 12673 (2021/09/28)
A novel ruthenium-containing polyoxometalate-based organic-inorganic hybrid, K4Na9H7.4[(AsW9O33)4(WO2)4{Ru3.2(C3H3N2)2}]·42H2O (1), was successfully synthesized by a one-step hydrothermal method under acidic conditions, which applied a self-assembly strategy between inorganic polyoxometalate based on trivacant [B-α-AsW9O33]9?{AsW9} fragments and an organic ligand, imidazole (C3H4N2). Compound1was further characterized by single-crystal X-ray diffraction, PXRD, IR spectroscopy, UV-Vis spectroscopy, ESI-MS, elemental analysis and TGA. Single-crystal X-ray diffraction data reveal that the polyanion consists of four trivacant Keggin-type polyanion {AsW9} building blocks bridged by four {WO6} units, leading to a crown-shaped tetrameric structure [(AsW9O33)4(WO2)4{Ru3.2(C3H3N2)2}]20.4?. The ESI-MS result reveals that the polyanion unit has excellent structural integrity in water. Moreover, the catalysis study of1was also further investigated, and the experimental results indicate heterogeneous catalyst1presents high efficiency (yield = 98%), excellent selectivity (>99%), and good recyclability for the oxidation of 1-(4-chlorophenyl)ethanol to 4′-chloroacetophenone with commercially available 70% aqueoustert-butyl hydroperoxide {TBHP (aq.)} as the oxidant at room temperature.
