62155-16-2Relevant academic research and scientific papers
MoO3 supported on ordered mesoporous zirconium oxophosphate: An efficient and reusability solid acid catalyst for alkylation and esterification
Miao, Zhichao,Li, Zhenbin,Zhao, Jinping,Si, Weijiang,Zhou, Jin,Zhuo, Shuping
, p. 10 - 21 (2017/12/06)
A series of molybdenum oxide supported on ordered mesoporous zirconium oxophosphate (MoO3/M-ZrPO) materials with different MoO3 loadings (0–20 wt%) and calcination temperatures (500–900 °C) have been designed, synthesized and employed as solid acid catalysts in alkylation and esterification. The XRD, TG-DSC, H2-TPR, N2-physisorption and TEM characterizations were taken to investigate the structural properties and states of introduced MoO3 species. The influence of MoO3 loadings and calcination temperatures in catalytic performance was detailedly investigated and optimal catalytic activity was reached at 10 wt% MoO3 loadings and treated at 700 °C. Moreover, MoO3/M-ZrPO catalysts exhibited outstanding catalytic performance in Friedel-Crafts alkylation of different aromatic compounds and esterification of levulinic acid with 1-butanol. Furthermore, it was noteworthy that the catalyst had superior reusability and no noticeable declines were observed in catalytic performance even after seven runs.
Benzylation with Benzyl Alcohol Catalyzed By [ChCl][TfOH]2, a Br?nsted Acidic DES with Reaction Control Self-Separation Performance
Yuan, Bing,Li, Yinglian,Yu, Fengli,Li, Xiaoqiang,Xie, Congxia,Yu, Shitao
, p. 2133 - 2138 (2018/05/29)
Abstract: A deep eutectic solvent with strong Br?nsted acidity was prepared easily by choline chloride and trifluoromethanesulfonic acid. The obtained [ChCl][TfOH]2 catalyst which was characterized by FT-IR, 1H NMR and TG, possessed greatly enhanced stability than trifluoromethanesulfonic acid, and exhibited excellent catalytic performance in benzylation with benzyl alcohol. Especially, the prepared [ChCl][TfOH]2 catalyst could dissolve into the reactants to realize homogeneous catalysis, and then self-separate from the organic phase after reaction due to the entire consumption of benzyl alcohol. As a result, the catalyst could be recovered and reused simply for six-runs without noticeable loss of catalytic performance. Graphical Abstract: [Figure not available: see fulltext.].
Bisulfate Salt-Catalyzed Friedel-Crafts Benzylation of Arenes with Benzylic Alcohols
Tang, Ren-Jin,Milcent, Thierry,Crousse, Benoit
, p. 14001 - 14009 (2018/11/23)
We report here a method of direct Friedel-Crafts benzylation of arenes with benzylic alcohols using cheap and readily available bisulfate salt as the catalyst in hexafluoroisopropanol. The catalytic system is powerful with a quite diverse group of functionalized arenes and benzylic alcohols. These mild conditions provide a straightforward synthesis of a variety of unsymmetrical diarylmethanes in high yield with good to high regioselectivity. An SN1 mechanism involving activation of the hydroxy group through a hydrogen bond is proposed.
T-BuONa-Mediated Transition-Metal-Free Autoxidation of Diarylmethanes to Ketones
Li, Jiang-Sheng,Yang, Fan,Yang, Qian,Li, Zhi-Wei,Chen, Guo-Qin,Da, Yu-Dong,Huang, Peng-Mian,Chen, Chao,Zhang, Yuefei,Huang, Ling-Zhi
supporting information, p. 994 - 998 (2017/05/10)
Autoxidative sp3 C-H transformation of diarylmethanes has been demonstrated using O2-mediation by t-BuONa. This protocol enables an alternative route for the access to diaryl ketones from benzyl derivatives in good to excellent yields under mild reaction conditions, without transition metal catalysts or additional chemical oxidants.
Benzylation of arenes with benzyl ethers promoted by the in situ prepared superacid BF3-H2O
Li, Yu,Xiong, Yan,Li, Xueming,Ling, Xuege,Huang, Ruofeng,Zhang, Xiaohui,Yang, Jianchun
, p. 2976 - 2981 (2014/06/10)
An efficient and environmentally friendly benzylation of arenes with benzyl ethers as benzyl donors using BF3-Et2O to generate in situ the superacid BF3-H2O as an efficient promotor has been described. A wide variety of functional groups have been investigated and found to be compatible to give the desired diarylmethanes in yields of up to 99%. The crucial role of the moisture content in this transformation has been demonstrated by detailed investigations. This journal is the Partner Organisations 2014.
Iron-containing defect-rich mixed metal oxides for Friedel-Crafts alkylation
J?ger, Benjamin,Wermann, Antje,Scholz, Peter,Müller, Matthias,Reisl?hner, Udo,Stolle, Achim,Ondruschka, Bernd
, p. 87 - 95 (2012/10/29)
Several stable iron-containing spinel oxides with the composition CuFe 2O4 or FeCr2O4 were prepared by different methods including thermal nitrate decomposition, combustion synthesis, and mechano-chemical synthesis. Materials were compared to commercially available spinels produced by conventional ceramic route with respect to their structural properties and catalytic activity. Phase compositions and microstructures of the catalysts were studied in detail. The catalysts were tested in the Friedel-Crafts alkylation of various aromatic compounds with different alkyl halides as alkylating agents. Microstructural properties (microstrains) of the synthesized binary oxides have been identified as a reason for the increased reactivity. Even at low reaction temperatures of 50-70 °C catalysts maintained their high activity resulting in TOFs of up to 3000 h -1 and excellent selectivity with total heterogeneous behavior in catalysis.
Synthesis of diarylmethanes via a Friedel-Crafts benzylation using arenes and benzyl alcohols in the presence of triphenylphosphine ditriflate
Khodaei, Mohammad Mehdi,Nazari, Ehsan
experimental part, p. 5131 - 5135 (2012/09/22)
Triphenylphosphine ditriflate (TPPD) was found to be an efficient promoter for the Friedel-Crafts benzylation of arenes with benzyl alcohols in CH 2Cl2 at room temperature. The good yields, the 1:1 molar ratio of arene and benzyl alcohol, the benzylation of chlorobenzene as a nonactivated aromatic compound at room temperature, and no by-product formation are the main advantages of this procedure.
Iron oxide nanoparticles grown on carboxy-functionalized graphite: An efficient reusable catalyst for alkylation of arenes
Rajpara, Vikul,Banerjee, Subhash,Sereda, Grigoriy
experimental part, p. 2835 - 2840 (2010/10/04)
Here we report a simple procedure for the synthesis of a novel hybrid catalyst by growing iron oxide nanoparticles on carboxy-functionalized graphite. This hybrid catalyst demonstrated superior catalytic activity towards the alkylation of arenes with alkyl halides in contrast to commercial graphite or unsupported iron oxide nanoparticles in terms of yields and general applicability. The catalyst can be reused up to five times with a minimal loss of catalytic activity. Georg Thieme Verlag Stuttgart.
A simple catalyst for the efficient benzylation of arenes by using alcohols, ethers, styrenes, aldehydes, or ketones
Prades, Amparo,Corberan, Rosa,Poyatos, Macarena,Peris, Eduardo
experimental part, p. 4610 - 4613 (2009/12/26)
The compound [IrCp* (OTf)2(InBu)] (I nBu = 1,3-di-n-butyl-imidazolylidene) is an effective catalyst in the benzylation of arenes with different benzylating agents, such as alcohols, ethers and styrenes, representing an unprecedented highly versatile catalyst for this type of process. The same compound also catalyses a remarkable tandem process that allows the use of aldehydes and ketones as benzylating agents, through the base-free hydrogenation of C=O bonds with iPrOH and further use of the resulting primary or secondary alcohols as benzylating agents.
Benzylation of arenes through FeCl3-catalyzed Friedel-Crafts reaction via C-O activation of benzyl ether
Wang, Bi-Qin,Xiang, Shi-Kai,Sun, Zuo-Peng,Guan, Bing-Tao,Hu, Ping,Zhao, Ke-Qing,Shi, Zhang-Jie
, p. 4310 - 4312 (2008/09/21)
Various benzyl ethers were converted to benzyl arenes via a FeCl3-catalyzed Friedel-Crafts alkylation reaction under mild condition in good yields. This method also offered a simple and practical approach to synthesize di- or tri-aryl methanes and aryl heteroaryl methanes through the activation of C-O bonds.
