Mechanical milling promotes the preparation of catalyst lanthanum dodecyl sulfate and green solvent-free grinding for synthesis of N-heterocyclic derivatives

被引:2
作者
Wu, Zhiqiang [1 ,2 ]
Li, Xuesong [2 ]
Jiang, Pengxi [3 ]
Feng, Guolin [2 ]
Cao, Lin-an [2 ]
Wang, Xu-Ming [4 ]
Tan, Rong [5 ]
Feng, Enke [2 ]
机构
[1] Ningxia Univ, Sch Civil & Hydraul Engn, Yinchuan 750021, Peoples R China
[2] Ningxia Normal Univ, Coll Chem & Chem Engn, Ningxia Key Lab Green Catalyt Mat & Technol, Guyuan 756099, Peoples R China
[3] Inner Mongolia Bairun Technol Co Ltd, Alxa League 750300, Inner Mongolia, Peoples R China
[4] Ningxia Univ, Sch Phys & Elect Elect Engn, Yinchuan 750021, Peoples R China
[5] Hunan Normal Univ, Sch Chem & Chem Engn, Changsha 410012, Peoples R China
关键词
Mechanochemistry; Solvent-free catalysis; Catalytic organic synthesis; DFT theoretical calculation; N-heterocyclic derivatives; La(DS)3 catalyst; SURFACTANT-COMBINED CATALYST; QUINOXALINE DERIVATIVES; ORGANIC-REACTIONS; EFFICIENT; WATER; SPECTRA;
D O I
10.1016/j.apcata.2024.119893
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
The lanthanum dodecyl sulfate catalyst (La(DS)3) 3 ) was synthesized using a solvent-free mechanical ball method and applied in the preparation of solvent-free N-heterocyclic compounds. The preparation of the La(DS)3 3 catalyst and the synthesis of C-N bond series compounds only require brief ball milling of the mixed material at room temperature. Various analyses such as SEM, HRTEM, XRD, AFM, FT-IR, XPS, TGA, and DFT were conducted, which showed that the catalyst material synthesized by mechanical ball milling exhibited superior catalytic activity, thermal stability, and cyclic life compared to similar materials synthesized in an aqueous phase. The solvent-free catalytic synthesis of quinoxaline, dihydroacridin-1(2H)-one, H )-one, and bis(indolyl)methanes derivatives achieved excellent target yields. Furthermore, the catalyst could be reused at least seven times without a significant decrease in activity after simple treatment. The catalyst also demonstrated gram scale scaling up in the model reaction. It exhibited weak hydrophilicity and a stable network-like layered nanostructure.
引用
收藏
页数:13
相关论文
共 39 条
[1]   An environmentally benign attribute for the expeditious synthesis of quinoxaline and its derivatives [J].
Bhargava, Sangeeta ;
Soni, Pooja ;
Rathore, Deepti .
JOURNAL OF MOLECULAR STRUCTURE, 2019, 1198
[2]   An efficient protocol for the synthesis of quinoxaline derivatives at room temperature using molecular iodine as the catalyst [J].
Bhosale, RS ;
Sarda, SR ;
Ardhapure, SS ;
Jadhav, WN ;
Bhusare, SR ;
Pawar, RP .
TETRAHEDRON LETTERS, 2005, 46 (42) :7183-7186
[3]   An efficient method for the synthesis of quinoxaline derivatives catalyzed by titanium silicate-1 [J].
Chandrachood, Pranav S. ;
Jadhav, Amol R. ;
Garud, Dinesh R. ;
Deshpande, Nirmala R. ;
Puranik, Vedavati G. ;
Kashalkar, Rajashree V. .
RESEARCH ON CHEMICAL INTERMEDIATES, 2020, 46 (12) :5219-5230
[4]   Mechanochemistry: New Tools to Navigate the Uncharted Territory of "Impossible" Reactions [J].
Cuccu, Federico ;
De Luca, Lidia ;
Delogu, Francesco ;
Colacino, Evelina ;
Solin, Niclas ;
Mocci, Rita ;
Porcheddu, Andrea .
CHEMSUSCHEM, 2022, 15 (17)
[5]   Green metrics in mechanochemistry [J].
Fantozzi, Nicolas ;
Volle, Jean-Noel ;
Porcheddu, Andrea ;
Virieux, David ;
Garcia, Felipe ;
Colacino, Evelina .
CHEMICAL SOCIETY REVIEWS, 2023, 52 (19) :6680-6714
[6]   Mechanochemistry for Synthesis [J].
Friscic, Tomislav ;
Mottillo, Cristina ;
Titi, Hatem M. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (03) :1018-1029
[7]   A sustainable route toward the synthesis of highly substituted imidazole and quinoxaline derivatives using CuO@g-C3N4 as an efficient and reusable heterogeneous catalyst [J].
Gajurel, Sushmita ;
Sarkar, Rajib ;
Sarkar, Fillip Kumar ;
Kyndiah, Lenida ;
Pal, Amarta Kumar .
APPLIED ORGANOMETALLIC CHEMISTRY, 2023, 37 (08)
[8]   Synthesis, characterization and reactivity of Lewis acid/surfactant cerium trisdodecylsulfate catalyst for transesterification and esterification reactions [J].
Ghesti, Grace Ferreira ;
de Macedo, Julio Lemos ;
Ibiapina Parente, Vicente Cavalcanti ;
Dias, Jose Alves ;
Loureiro Dias, Silvia Claudia .
APPLIED CATALYSIS A-GENERAL, 2009, 355 (1-2) :139-147
[9]   An Easy and Efficient Method for the Synthesis of Quinoxalines Using Recyclable and Heterogeneous Nanomagnetic-Supported Acid Catalyst under Solvent-Free Condition [J].
Harsha, Kachigere B. ;
Rangappa, Shobith ;
Preetham, Habbanakuppe D. ;
Swaroop, Toreshettahally R. ;
Gilandoust, Maryam ;
Rakesh, Kodgahally S. ;
Rangappa, Kanchugarakoppal S. .
CHEMISTRYSELECT, 2018, 3 (18) :5228-5232
[10]   Lithium bromide as an efficient, green, and inexpensive catalyst for the synthesis of quinoxaline derivatives at room temperature [J].
Hasaninejad, Alireza ;
Zare, Abdolkarim ;
Mohammadizadeh, Mohammad Reza ;
Shekouhy, Mohsen .
GREEN CHEMISTRY LETTERS AND REVIEWS, 2010, 3 (02) :143-148