N-maleyl chitosan-supported palladium catalyst for Heck coupling reaction and reduction of 4-nitrophenol

被引:16
作者
Luo, Wenyi [1 ]
Luo, Kun [1 ]
Yang, Yi [1 ]
Lin, XianJia [1 ]
Li, Puwang [2 ]
Wen, Yanmei [1 ]
机构
[1] Guangdong Ocean Univ, Dept Chem & Environm Sci, Zhanjiang 524088, Peoples R China
[2] Chinese Acad Trop Agr Sci, Agr Prod Proc Res Inst, Zhanjiang 524001, Peoples R China
关键词
N-maleyl chitosan; Palladium; Heterogeneous catalyst; C-C coupling; Reduction of 4-nitrophenol; NITROAROMATIC COMPOUNDS; GOLD NANOPARTICLES; HIGHLY EFFICIENT; GREEN SYNTHESIS; GRAPHENE OXIDE; C-C; PD; CARBON; NITROPHENOL; SILVER;
D O I
10.1016/j.colsurfa.2022.129852
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In this study, maleic anhydride-acylated chitosan (MAAC) was synthesized by modifying chitosan with maleic anhydride, and used to support palladium catalysts. N-maleyl chitosan-supported palladium (Pd/MAAC) was used as a heterogeneous catalyst for the Heck coupling reaction and reduction of 4-nitrophenol (4-NP). The chemical structure of Pd/MAAC was characterized using FT-IR XPS, XRD, XPS, TEM, SEM/EDS, N-2-physisorption (adsorption-desorption), and ICP-MS. The as-synthesized catalyst exhibited high catalytic performance and could be reused up to nine runs to catalyze the cyclic reaction between iodobenzene and n-butyl acrylate with low leaching of palladium. Pd/MAAC was also used for the reduction of 4-NP to 4-aminophenol(4-AP) in 90 s at room temperature, and could be reused six times. The findings establish that Pd/MAAC catalyst is an efficient, economical, practical, and environment-friendly catalyst for the Heck reaction and reduction of 4-NP.
引用
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页数:11
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共 67 条
[1]   Mechanism on the sorption of heavy metals from binary-solution by a low cost montmorillonite and its desorption potential [J].
Akpomie, Kovo G. ;
Dawodu, Folasegun A. ;
Adebowale, Kayode O. .
ALEXANDRIA ENGINEERING JOURNAL, 2015, 54 (03) :757-767
[2]  
alskan M., 2022, APPL CLAY SCI, V219, DOI DOI 10.1016/J.CLAY.2022.106433
[3]   Ultrasound-assisted catalytic activation of peroxydisulfate on Ti3GeC2 MAX phase for efficient removal of hazardous pollutants [J].
Ansarian, Zahra ;
Khataee, Alireza ;
Arefi-Oskoui, Samira ;
Orooji, Yasin ;
Lin, Hongjun .
MATERIALS TODAY CHEMISTRY, 2022, 24
[4]   Development of MoS2/O-MWCNTs/PES blended membrane for efficient removal of dyes, antibiotic, and protein [J].
Arefi-Oskoui, Samira ;
Khataee, Alireza ;
Behrouz, Samira Jabbarvand ;
Vatanpour, Vahid ;
Gharamaleki, Samira Haddadi ;
Orooji, Yasin ;
Safarpour, Mahdie .
SEPARATION AND PURIFICATION TECHNOLOGY, 2022, 280
[5]   Pd nanoparticles for C-C coupling reactions [J].
Balanta, Angelica ;
Godard, Cyril ;
Claver, Carmen .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :4973-4985
[6]   Pd nanoparticles stabilized on the Schiff base-modified boehmite: Catalytic role in Suzuki coupling reaction and reduction of nitroarenes [J].
Baran, Nuray Yilmaz ;
Baran, Talat ;
Nasrollahzadeh, Mahmoud ;
Varma, Rajender S. .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2019, 900
[7]   Facile synthesis of palladium nanoparticles immobilized on magnetic biodegradable microcapsules used as effective and recyclable catalyst in Suzuki-Miyaura reaction and p-nitrophenol reduction [J].
Baran, Talat ;
Nasrollahzadeh, Mahmoud .
CARBOHYDRATE POLYMERS, 2019, 222
[8]   Exceptionally high turnover frequencies recorded for a new chitosan-based palladium(II) catalyst [J].
Baran, Talat ;
Sargin, Idris ;
Mentes, Ayfer ;
Kaya, Murat .
APPLIED CATALYSIS A-GENERAL, 2016, 523 :12-20
[9]   Kinetic Evaluation of Dendrimer-Encapsulated Palladium Nanoparticles in the 4-Nitrophenol Reduction Reaction [J].
Bingwa, Ndzondelelo ;
Meijboom, Reinout .
JOURNAL OF PHYSICAL CHEMISTRY C, 2014, 118 (34) :19849-19858
[10]   Pd(II) conjugated chitosan nanofibre mats for application in Heck cross-coupling reactions [J].
Bradshaw, Michael ;
Zou, Jianli ;
Byrne, Lindsay ;
Iyer, K. Swaminathan ;
Stewart, Scott G. ;
Raston, Colin L. .
CHEMICAL COMMUNICATIONS, 2011, 47 (45) :12292-12294