One-pot multicomponent green LED photoinduced synthesis of chromeno[4,3-b]chromenes catalyzed by a new nanophotocatalyst histaminium tetrachlorozincate

被引:42
作者
Jarrahi, Mahbube [1 ]
Tayebee, Reza [1 ]
Maleki, Behrooz [1 ]
Salimi, Alireza [2 ]
机构
[1] Hakim Sabzevari Univ, Sch Sci, Dept Chem, Sabzevar 9617976487, Iran
[2] Ferdowsi Univ Mashhad, Fac Sci, Dept Chem, Mashhad, Razavi Khorasan, Iran
关键词
PHOTOCHEMICAL-SYNTHESIS; DERIVATIVES; EFFICIENT; DEGRADATION; COUMARINS; ACETYLCHOLINESTERASE; PHOTOCATALYSIS; NANOCATALYST; BLUE;
D O I
10.1039/d1ra00189b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Histaminium tetrachlorozincate nanoparticles are prepared, characterized and applied as an effective and recoverable photocatalyst in the one-pot, green and multi-component synthesis of various chromenes by the reaction of dimedone and/or 1,3-cyclohexanedione, arylaldehyde and 4-hydroxycoumarin in high yields under solventless conditions at ambient temperature. This new catalyst is characterized by FT-IR, XRD, EDX, NMR, SEM and TEM techniques. The incorporation of histaminium ions into the framework of ZnCl42- significantly affected the photocatalytic activity of tetrachlorozincate such that good reusability and recyclability are attained. Moreover, reactive species such as O-2(-) and hydroxyl radicals have proved to be active species in the presented photocatalytic reaction. In addition, the hot filtration test confirms enough stability of the photocatalyst and no significant leaching and destruction of the framework in the course of the reaction. The major advantages of the presented methodology include easy work-up, cost effectiveness, nontoxic nature, broad substrate scope, 100% atom economy, ease of separation, and environment friendly reaction conditions. Finally, the catalyst could be reused many times without significant loss of activity.
引用
收藏
页码:19723 / 19736
页数:14
相关论文
共 58 条
  • [11] Cytotoxic activity evaluation and QSAR study of chromene-based chalcones
    Firoozpour, Loghman
    Edraki, Najmeh
    Nakhjiri, Maryam
    Emami, Saeed
    Safavi, Maliheh
    Ardestani, Sussan Kabudanian
    Khoshneviszadeh, Mehdi
    Shafiee, Abbas
    Foroumadi, Alireza
    [J]. ARCHIVES OF PHARMACAL RESEARCH, 2012, 35 (12) : 2117 - 2125
  • [12] Heterogeneous Photochemistry in the Atmosphere
    George, Christian
    Ammann, Markus
    D'Anna, Barbara
    Donaldson, D. J.
    Nizkorodov, Sergey A.
    [J]. CHEMICAL REVIEWS, 2015, 115 (10) : 4218 - 4258
  • [13] Gesson J., 2005, U. S. Patent, Patent No. [6, 965,039 B2, 6965039]
  • [14] Synthesis and characterization of mesoporous Nb-Zr/KIT-6 as a productive catalyst for the synthesis of benzylpyrazolyl coumarins
    Ghohe, N. Mandizadeh
    Tayebee, R.
    Amini, M. M.
    [J]. MATERIALS CHEMISTRY AND PHYSICS, 2019, 223 : 268 - 276
  • [15] Multicomponent Reactions for the Synthesis of Bioactive Compounds: A Review
    Graebin, Cedric S.
    Ribeiro, Felipe, V
    Rogerio, Kamilla R.
    Kummerle, Arthur E.
    [J]. CURRENT ORGANIC SYNTHESIS, 2019, 16 (06) : 855 - 899
  • [16] Tubulin inhibitors as novel anticancer agents: an overview on patents (2013-2018)
    Haider, Kashif
    Rahaman, Shaik
    Yar, M. Shahar
    Kamal, Ahmed
    [J]. EXPERT OPINION ON THERAPEUTIC PATENTS, 2019, 29 (08) : 623 - 641
  • [17] Photochemical anti-syn isomerization around the -N-N= bond in heterocyclic imines
    Hricovini, Michal
    Asher, James
    Hricovini, Milos
    [J]. RSC ADVANCES, 2020, 10 (10) : 5540 - 5550
  • [18] Solution H-1 NMR and X-ray crystal structures of Ca2+, Zn2+ and Cd2+ complexes with 12- and 13-membered macrocycles, dioxotetraazacycloalkanediacetic acids
    Inoue, MB
    Oram, P
    Inoue, M
    Fernando, Q
    [J]. INORGANICA CHIMICA ACTA, 1996, 246 (1-2) : 401 - 412
  • [19] Synthesis of Biologically Active Molecules through Multicomponent Reactions
    Insuasty, Daniel
    Castillo, Juan
    Becerra, Diana
    Rojas, Hugo
    Abonia, Rodrigo
    [J]. MOLECULES, 2020, 25 (03):
  • [20] Jagan M. R. N., 2011, CHEM SOC REV, V40, P102