Heterogeneous SnCl2/SiO2 versus Homogeneous SnCl2 Acid Catalysis in the Benzo[N,N]-heterocyclic Condensation

被引:26
|
作者
Darabi, Hossein Reza [1 ,2 ]
Aghapoor, Kioumars [1 ]
Mohsenzadeh, Farshid [1 ]
Jalali, Mohammad Reza [1 ]
Talebian, Shiva [1 ]
Ebadi-Nia, Leila [1 ]
Khatamifar, Ehsan [2 ]
Aghaee, Ali [2 ]
机构
[1] Chem & Chem Engn Res Ctr Iran, Nano & Organ Synth Lab, Tehran 1496813151, Iran
[2] Shifa Pharmed Ind Grp Co, Karaj, Iran
来源
关键词
SnCl2/SiO2; Heterogeneous Lewis acid catalyst; Sustainability; Benzo[N; N]-heterocyclic condensation; SOLID ACIDS; QUINOXALINE DERIVATIVES; EFFICIENT SYNTHESIS; MOLECULAR-IODINE; CONVENIENT; CHEMISTRY; CHLORIDE; PROTOCOL; SYSTEM; WATER;
D O I
10.5012/bkcs.2011.32.1.213
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The scope of homogeneous Lewis acid-catalyzed benzo[N,N]-heterocyclic condensation was expanded to include the use of various metal salts not reported in the literature and SnCl2 center dot 2H(2)O was finally selected. Among various solid supports activated with SnCl2, heterogeneous SnCl2/SiO2 proved to be the most effective and significantly higher conversions were achieved compared to SnCl2 center dot 2H(2)O itself. The results of TG-DTA and BET indicated that dispersed SnCl2 coordinates with surface hydroxyl groups of silica leading to formation of stable Lewis acid sites. Low catalyst loading, operational simplicity, practicability and applicability to various substrates render this eco-friendly approach as an interesting alternative to previously applied procedures.
引用
收藏
页码:213 / 218
页数:6
相关论文
共 50 条
  • [21] A DFT study of reduction of nitrobenzene to aniline with SnCl2 and hydrochloric acid
    Yamabe, Shinichi
    Yamazaki, Shoko
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2016, 29 (07) : 361 - 367
  • [22] Two coordination compounds of SnCl2 with 4-methylpyridine N-oxide
    Henkel, Felix
    Reuter, Hans
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2021, 77 : 91 - +
  • [23] SnCl2催化合成N,N-二乙基甘氨酸酯
    李伟杰
    陆豫
    许遵乐
    精细化工, 2005, (11) : 63 - 65
  • [24] REACTIVITY OF BINUCLEAR HETEROBRIDGED IRIDIUM COMPLEXES WITH SNCL2
    PINILLOS, MT
    ELDUQUE, A
    LOPEZ, JA
    LAHOZ, FJ
    ORO, LA
    MANN, BE
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1992, (15): : 2389 - 2393
  • [25] Lewis Base Mediated Autoionization of GeCl2 and SnCl2
    Singh, Amit Pratap
    Roesky, Herbert W.
    Carl, Elena
    Stalke, Dietmar
    Demers, Jean-Philippe
    Lange, Adam
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (10) : 4998 - 5003
  • [26] PALLADIUM-CATALYZED ALDOL-TYPE CONDENSATION BY ENOL ESTERS WITH SNCL2
    MASUYAMA, Y
    SAKAI, T
    KURUSU, Y
    TETRAHEDRON LETTERS, 1993, 34 (04) : 653 - 656
  • [27] EFFECT OF SNCL2 ON THE ACTIVITY AND SELECTIVITY OF PD(II) COMPLEXES IN THE CATALYSIS OF OLEFIN HYDROCARBOXYLATION
    PETROV, ES
    PROTCHENKO, AV
    STAROSELSKAYA, LF
    TEREKHOVA, MI
    ZHURNAL OBSHCHEI KHIMII, 1987, 57 (08): : 1802 - 1806
  • [28] HOMOGENEOUS HYDROFORMYLATION OF OLEFINS BY CIS-[PTCL2(PPH3)2]/SNCL2
    MULLER, G
    SAINZ, D
    SALES, J
    JOURNAL OF MOLECULAR CATALYSIS, 1990, 63 (02): : 173 - 180
  • [29] Esterification of Oleic Acid for Biodiesel Production Catalyzed by SnCl2: A Kinetic Investigation
    Cardoso, Abiney L.
    Gonzaga Neves, Soraia Cristina
    da Silva, Marcio J.
    ENERGIES, 2008, 1 (02) : 79 - 92
  • [30] Novel carbonyl allylation mediated by SnCl2/Cu in water
    Tan, XH
    Shen, B
    Liu, L
    Guo, QX
    TETRAHEDRON LETTERS, 2002, 43 (51) : 9373 - 9376