First application of bismuth triflate as an efficient, non-transition metallic and reusable catalyst for aromatic nitration

被引:13
作者
Zhu, Weimin [1 ]
Liu, Ying [1 ]
Niu, Guangwen [1 ]
Wang, Qianqian [1 ]
Li, Jiajia [1 ]
Zhu, Xiaomeng [1 ]
Li, Yongjie [1 ]
Xue, Huazhen [1 ]
Yang, Guanyu [1 ]
机构
[1] Zhengzhou Univ, Coll Chem & Mol Engn, Zhengzhou 450001, Peoples R China
基金
中国国家自然科学基金;
关键词
Bismuth(III) triflate; Catalysis; Nitration; Toluene; Nitric acid; SOLID ACID CATALYSTS; NITRIC-ACID; REGIOSELECTIVE NITRATION; SELECTIVE NITRATION; ORGANIC-SYNTHESIS; RECYCLABLE CATALYSTS; PHENOL; LANTHANIDE(III); ACYLATION; TOLUENE;
D O I
10.1016/j.catcom.2012.10.001
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
Bismuth(III) vitiate [Bi(OTf)(3)] has been found to be efficient and reusable in catalyzing the aromatic nitration using HNO3 as the direct nitrating reagent with toluene as the model substrate. In the presence of 4 mol% Bi(OTf)3, toluene could be converted entirely to nitrotoluenes with a bit excess of HNO3 within 6 h in refluxing 1,2-dichloroethane. And Bi(OTf)(3) can be easily recycled five times without loss of activity. The nitration protocol is both economical and environmentally friendly. (C) 2012 Elsevier B.V. All rights reserved.
引用
收藏
页码:145 / 148
页数:4
相关论文
共 34 条
[1]   Characterization of a novel solid catalyst, H3PO4/MoO3/SiO2, and its application in toluene nitration [J].
Adamiak, Joanna ;
Kalinowska-Alichnewicz, Dorota ;
Maksimowski, Pawel ;
Skupinski, Wincenty .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2011, 351 :62-69
[2]  
[Anonymous], NITRATION METHODS ME
[3]  
[Anonymous], 2009, CRC HDB CHEM PHYS, DOI DOI 10.1016/0165-9936(91)85111-4
[4]  
Barrett AGM, 2000, SYNLETT, P57
[5]   Al(H2PO4)3:: An efficient catalyst for nitration of organic compounds with nitric acid [J].
Bharadwaj, Saitanya K. ;
Hussain, Sahid ;
Kar, Manoranjan ;
Chaudhuri, Mihir K. .
CATALYSIS COMMUNICATIONS, 2008, 9 (05) :919-923
[6]   Applications of bismuth(III) compounds in organic synthesis [J].
Bothwell, Jason M. ;
Krabbe, Scott W. ;
Mohan, Ram S. .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (09) :4649-4707
[7]   Novel recyclable catalysts for atom economic aromatic nitration [J].
Braddock, C .
GREEN CHEMISTRY, 2001, 3 (02) :G26-G32
[8]   Synergistic role of aluminium in stabilization of mixed metal oxide catalyst for the nitration of aromatic compounds [J].
Chaubal, Nivedita S. ;
Sawant, Manohar R. .
CATALYSIS COMMUNICATIONS, 2006, 7 (07) :443-449
[9]   Nitration of aromatic compounds with NO2/air catalyzed by sulfonic acid-functionalized ionic liquids [J].
Cheng, Guangbin ;
Duan, Xuelei ;
Qi, Xiufang ;
Lu, Chunxu .
CATALYSIS COMMUNICATIONS, 2008, 10 (02) :201-204
[10]   Selective nitration of aromatic compounds by solid acid catalysts [J].
Choudary, BM ;
Sateesh, M ;
Kantam, ML ;
Rao, KK ;
Prasad, KVR ;
Raghavan, KV ;
Sarma, JARP .
CHEMICAL COMMUNICATIONS, 2000, (01) :25-26