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.
Electrochemical Difunctionalization of Styrenes via Chemoselective Oxo-Azidation or Oxo-Hydroxyphthalimidation
Jiang, Haobin,Wang, Feng,Ye, Zenghui,Zhang, Fengzhi,Zhu, Rongjin
supporting information, p. 8240 - 8245 (2021/11/17)
Atom- and step-economic oxo-azidation and oxo-hydroxyphthalimidation of styrenes have been developed under mild electrolytic conditions, respectively. Various valuable alpha-azido or hydroxyphthalimide aromatic ketones were synthesized efficiently from readily available styrenes, azides, and N-hydroxyphthalimides. Mechanism studies show that two different pathways involved in these two transformations.
Selective oxidation of alkenes to carbonyls under mild conditions
Huo, Jie,Xiong, Daokai,Xu, Jun,Yue, Xiaoguang,Zhang, Pengfei,Zhang, Yilan
supporting information, p. 5549 - 5555 (2021/08/16)
Herein, a practical and sustainable method for the synthesis of aldehydes, ketones, and carboxylic acids from an inexpensive olefinic feedstock is described. This transformation features very sustainable and mild conditions and utilizes commercially available and inexpensive tetrahydrofuran as the additive, molecular oxygen as the sole oxidant and water as the solvent. A wide range of substituted alkenes were found to be compatible, providing the corresponding carbonyl compounds in moderate-to-good yields. The control experiments demonstrated that a radical mechanism is responsible for the oxidation reaction.
Decatungstate-mediated solar photooxidative cleavage of CC bonds using air as an oxidant in water
Du, Dongdong,Luo, Junfei,Shi, Sanshan,Xie, Pan,Xue, Cheng
, p. 5936 - 5943 (2021/08/23)
With the increasing attention for green chemistry and sustainable development, there has been much interest in searching for greener methods and sources in organic synthesis. However, toxic additives or solvents are inevitably involved in most organic transformations. Herein, we first report the combination of direct utilization of solar energy, air as the oxidant and water as the solvent for the selective cleavage of CC double bonds in aryl olefins. Various α-methyl styrenes, diaryl alkenes as well as terminal styrenes are well tolerated in this green and sustainable strategy and furnished the desired carbonyl products in satisfactory yields. Like heterogeneous catalysis, this homogeneous catalytic system could also be reused and it retains good activity even after repeating three times. Mechanism investigations indicated that both O2- and 1O2 were involved in the reaction. Based on these results, two possible mechanisms, including the electron transfer pathway and the energy transfer pathway, were proposed.
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.
