Exploitation the unique acidity of novel cerium-tungstate catalysts in the preparation of indole derivatives under eco-friendly acid catalyzed Fischer indole reaction protocol

被引:20
作者
Altass, Hatem M. [1 ]
Morad, Moataz [1 ]
Khder, Abdelrahman S. [1 ,2 ]
Raafat, Mohamed [3 ]
Alsantali, Reem, I [4 ]
Khder, Menna A. [2 ]
Salama, Reda S. [5 ]
Malik, M. Shaheer [1 ]
Moussa, Ziad [6 ]
Abourehab, Mohammed A. S. [7 ]
Ahmed, Saleh A. [1 ,8 ]
机构
[1] Umm Al Qura Univ, Fac Appl Sci, Chem Dept, Mecca 21955, Saudi Arabia
[2] Mansoura Univ, Fac Sci, Chem Dept, Mansoura 35516, Egypt
[3] Umm Al Qura Univ, Coll Pharm, Dept Pharmacol & Toxicol, Mecca 21955, Saudi Arabia
[4] Taif Univ, Coll Pharm, Dept Pharmaceut Chem, POB 11099, At Taif 21944, Saudi Arabia
[5] Delta Univ Sci & Technol, Fac Engn, Basic Sci Dept, Gamasa, Egypt
[6] United Arab Emirates Univ, Coll Sci, Dept Chem, POB 15551, Abu Dhabi, U Arab Emirates
[7] Umm Al Qura Univ, Coll Pharm, Dept Pharmaceut, Mecca 21955, Saudi Arabia
[8] Assiut Univ, Fac Sci, Chem Dept, Assiut 71516, Egypt
关键词
Solid acid; Cerium tungstate; Catalyst; Fischer indole reaction; Eco-friendly protocol; MIXED-OXIDE CATALYST; SULFATED TIN OXIDE; CO OXIDATION; IONIC LIQUID; SURFACE; NANOPARTICLES; CEO2; REDUCTION; ZIRCONIA; NOX;
D O I
10.1016/j.arabjc.2021.103670
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Solid acidic cerium tungstate catalysts containing different molar ratios of cerium and tungstate were prepared by direct solvothermal methodology. The structure of the prepared catalysts was deeply studied and confirmed based on different characterization techniques such as DTA-TGA, FTIR, Raman spectra, XRD and N-2 adsorption measurements. Moreover, FTIR and TPD of chemically adsorbed pyridine techniques were conducted to fully address the nature and the strength of the acidic sites of the prepared catalysts. The study showed that at a lower molar ratio of tungstate, the catalyst contains cerium oxide phase and slight participation of cerium tungstate phase, which gradually increases with further increase of tungstate molar ratio. This phase change was also accompanied by a noticeable change in the thermal stability, surface area and acidic properties of the prepared catalysts. Additionally, the techniques used to study the acidic properties showed an excellent enhancement in the acidic centers. It was also noted that the strength of these acidic centers reached the maximum in the case of using tungstate: cerium molar ratio 2:1 (CeW2.0) catalyst, and slightly decreased thereafter. By exploiting the acidic properties of the prepared catalysts, a series of indole derivatives were synthesized via the Fischer indole synthesis strategy. The results also showed that similar to 100% of indole derivatives were obtained using 0.02 g catalyst at 80 degrees C after 2 h only. Moreover, the Reuse experiment demonstrated the possibility of recycling and reusing the catalyst through many cycles with high efficiency, indicating its wonderful constancy and reusability. (C) 2021 The Authors. Published by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
引用
收藏
页数:12
相关论文
共 77 条
[1]   Crystal Growth and Structure Analysis of Ce18-W10-O57: A Complex Oxide Containing Tungsten in an Unusual Trigonal Prismatic Coordination Environment [J].
Abeysinghe, Dileka ;
Smith, Mark D. ;
Yeon, Jeongho ;
Tran, T. Thao ;
Sena, Robert Paria ;
Hadermann, Joke ;
Halasyamani, P. Shiv ;
zur Loye, Hans-Conrad .
INORGANIC CHEMISTRY, 2017, 56 (05) :2566-2575
[2]   Ionic liquid-mediated synthesis and functionalization of heterocyclic compounds [J].
Abonia, Rodrigo ;
Laali, Kenneth K. .
ADVANCES IN HETEROCYCLIC CHEMISTRY, VOL 128, 2019, 128 :333-431
[3]   Structural characterization of sulfated zirconia and their catalytic activity in dehydration of ethanol [J].
Ahmed, A. I. ;
El-Hakam, S. A. ;
Samra, S. E. ;
El-Khouly, A. A. ;
Khder, A. S. .
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2008, 317 (1-3) :62-70
[4]   Characterization of 12-molybdophosphoric acid supported on mesoporous silica MCM-41 and its catalytic performance in the synthesis of hydroquinone diacetate [J].
Ahmed, Awad I. ;
Samra, S. E. ;
El-Hakam, S. A. ;
Khder, A. S. ;
El-Shenawy, H. Z. ;
El-Yazeed, W. S. Abo .
APPLIED SURFACE SCIENCE, 2013, 282 :217-225
[5]   Nanostructure sulfated tin oxide as an efficient catalyst for the preparation of 7-hydroxy-4-methyl coumarin by Pechmann condensation reaction [J].
Ahmed, Awad I. ;
El-Hakam, S. A. ;
Khder, A. S. ;
El-Yazeed, W. S. Abo .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2013, 366 :99-108
[6]   Fluorescence emission control and switching of oxymethylcrowned spirobenzopyrans by metal ion [J].
Ahmed, SA ;
Tanaka, M ;
Ando, H ;
Tawa, K ;
Kimura, K .
TETRAHEDRON, 2004, 60 (28) :6029-6036
[7]   Newly synthesized indolium-based ionic liquids as unprecedented inhibitors for the corrosion of mild steel in acid medium [J].
Ahmed, Saleh A. ;
Awad, Mohamed I. ;
Althagafi, Ismail I. ;
Altass, Hatem M. ;
Morad, Moataz ;
Alharbi, Ahmed ;
Obaid, Rami J. .
JOURNAL OF MOLECULAR LIQUIDS, 2019, 291
[8]   Noble Metal Nanoparticles Incorporated Siliceous TUD-1 Mesoporous Nano-Catalyst for Low-Temperature Oxidation of Carbon Monoxide [J].
Al-Shehri, Badria M. ;
Shkir, Mohd ;
Khder, A. S. ;
Kaushik, Ajeet ;
Hamdy, Mohamed S. .
NANOMATERIALS, 2020, 10 (06)
[9]   Catalytic oxidation of carbon monoxide over of gold-supported iron oxide catalyst [J].
Altass, Hatem M. ;
Khder, Abd El Rahman S. .
Materials Research Innovations, 2018, 22 (02) :107-114
[10]   Highly efficient, recyclable cerium-phosphate solid acid catalysts for the synthesis of tetrahydrocarbazole derivatives by Borsche-Drechsel cyclization [J].
Altass, Hatem M. ;
Khder, Abdelrahman S. ;
Ahmed, Saleh A. ;
Morad, Moataz ;
Alsabei, Abdullah A. ;
Jassas, Rabab S. ;
Althagafy, Khalid ;
Ahmed, Awad I. ;
Salama, Reda S. .
REACTION KINETICS MECHANISMS AND CATALYSIS, 2021, 134 (01) :143-161