Tris(hydroxymethyl)methane ammonium hydrogensulphate as a nano ionic liquid and its catalytic activity in the synthesis of bis(indolyl)methanes

被引:17
作者
Honarmand, Moones [1 ]
Esmaeili, Elaheh [1 ]
机构
[1] Birjand Univ Technol, Fac Min Civil & Chem Engn, Dept Chem Engn, Bidand 97175569, Iran
关键词
Nanocatalyst; Ammonium-based ionic liquid; Bis(indoly)methanes; Recyclability; 2-HYDROXYETHYLAMMONIUM ACETATE; 3-COMPONENT SYNTHESIS; ONE-POT; EFFICIENT; ACID; BIS(1H-INDOL-3-YL)METHANES; SULFATE;
D O I
10.1016/j.molliq.2016.10.136
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, tris(hydroxymethyl)methane ammonium hydrogensulphate [(THA)(HSO4)] was synthesized as the first nanoaliphatic ammonium-based ionic liquid via a simple chemical route in water. The [(THA)(HSO4)] ionic liquid was characterized by various techniques such as XRD, SEM, TEM, AFM, H-1 NMR, C-13 NMR, FT-IR, MS, TG, DTG and elemental analysis and successfully applied as an eco-friendly and recyclable catalyst for the synthesis of bis(indolyl)methane derivatives at room temperature under solvent-free conditions. Taking the environment and economy into consideration, the work presented here has the merits of environmental friendliness, high yields, simple work-up, easy operation and the avoidance of the organic solvents and inexpensive catalysts. In this work, some bis(indolyl)methane derivatives were synthesized and reported for the first time. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:741 / 749
页数:9
相关论文
共 26 条
[1]  
Benabadji SH, 2004, ACTA PHARMACOL SIN, V25, P666
[2]   Catalytic application of room temperature ionic liquids:: [bmim][MeSO4] as a recyclable catalyst for synthesis of bis(indolyl) methanes. Ion-fishing by MALDI-TOF-TOF MS and MS/MS studies to probe the proposed mechanistic model of catalysis [J].
Chakraborti, Asit K. ;
Roy, Sudipta Raha ;
Kumar, Dinesh ;
Chopra, Pradeep .
GREEN CHEMISTRY, 2008, 10 (10) :1111-1118
[3]   On Catalysis by Ionic Liquids [J].
Chakraborti, Asit K. ;
Roy, Sudipta Raha .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (20) :6902-+
[4]   Development of Bronsted-Lewis acidic solid catalytic system of 3-methyl-1-sulfonic acid imidazolium transition metal chlorides for the preparation of bis(indolyl)methanes [J].
Gogoi, Pinky ;
Dutta, Arup Kumar ;
Sarma, Parishmita ;
Borah, Ruli .
APPLIED CATALYSIS A-GENERAL, 2015, 492 :133-139
[5]   Syntheses of phenoxyalkyl esters of 3,3′-bis(indolyl)methanes and studies on their molecular properties from single crystal XRD and DFT techniques [J].
Kumar, G. S. Suresh ;
Prabu, A. Antony Muthu ;
Jenniefer, S. Jegan ;
Bhuvanesh, N. ;
Muthiah, P. Thomas ;
Kumaresan, S. .
JOURNAL OF MOLECULAR STRUCTURE, 2013, 1047 :109-120
[6]   Efficient and green synthesis of bis(indolyl)methanes catalyzed by ABS in aqueous media under ultrasound irradiation [J].
Li, Ji-Tai ;
Sun, Ming-Xuan ;
He, Gen-Ye ;
Xu, Xiao-Ya .
ULTRASONICS SONOCHEMISTRY, 2011, 18 (01) :412-414
[7]   An underrated cheap Lewis acid: Molecular bromine as a robust catalyst for bis(indolyl)methanes synthesis [J].
Liang, Deqiang ;
Huang, Wenzhong ;
Yuan, Lin ;
Ma, Yinhai ;
Ma, Jingmei ;
Ning, Deman .
CATALYSIS COMMUNICATIONS, 2014, 55 :11-14
[8]   Hydrophobicity-enhanced magnetic solid sulfonic acid: A simple approach to improve the mass transfer of reaction partners on the surface of the heterogeneous catalyst in water-generating reactions [J].
Mobaraki, Akbar ;
Movassagh, Barahman ;
Karimi, Babak .
APPLIED CATALYSIS A-GENERAL, 2014, 472 :123-133
[9]   Applications of ionic liquids [J].
Patel, Divia Dinesh ;
Lee, Jong-Min .
CHEMICAL RECORD, 2012, 12 (03) :329-355
[10]   Indole 3-alkylation/vinylation under catalysis of the guanidinium ionic liquids [J].
Rad-Moghadam, Kurosh ;
Sharifi-Kiasaraie, Masoumeh .
TETRAHEDRON, 2009, 65 (43) :8816-8820