Solvent-free Mukaiyama-aldol condensation catalyzed by Ce-Al-MCM-41 mesoporous materials

被引：18
|
作者：
Kalita, Pranjal [1 ,2 ]
Gupta, Narendra M. [2 ]
Kumar, Rajiv [3 ]
机构：
[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA
[2] Natl Chem Lab, Catalysis Div, Pune 411008, Maharashtra, India
[3] TATA Chem Ltd, Innovat Ctr, Ghotavde Phata, Pirangut Ind Area, Pune 412108, Maharashtra, India
来源：
MICROPOROUS AND MESOPOROUS MATERIALS | 2011年 / 144卷 / 1-3期
关键词：
Acid catalyst; Ce-Al-MCM-41; Silyl ketene acetal; Silyl enol ether and aldehyde; SILYL ENOL ETHERS; MOLECULAR-SIEVES; BOND FORMATION; TRIMETHYLSILYL ENOLATE; SOLID ACID; LEWIS-ACID; ALDEHYDE; CERIUM; SITES; TS-1;
D O I：
10.1016/j.micromeso.2011.03.027
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
MCM-41 samples containing Ce4+ and Al3+ in the network, designated as Ce-x-Al-MCM-41 (x = 0.0-0.04), were synthesized and characterized systematically. These samples exhibited higher catalytic activity for Mukaiyama-aldol condensations to produce beta-hydroxy carbonyl compounds under the solvent free conditions, compared to the samples containing either of the two cations. The product yield was found to depend on the electron donating/withdrawing characteristics of reactant molecules being responsible for the observed trend. Series of solvents were also investigated but considerably high yield of aldol products (similar to 95%) could be achieved without using any solvents. In all the cases, the selectivity was found to be 100%, typical of such Mukaiyama-aldol condensations. The higher catalytic activity of Ce-x-Al-MCM-41 is explained on the basis of certain new acid sites generated due to co-incorporation of Ce and Al cations. Published by Elsevier Inc.
引用
收藏
页码：82 / 90
页数：9
相关论文
共 34 条
  • [1] Ce-Al-MCM-41: an efficient catalyst for Mukaiyama-Michael reaction
    Kalita, Pranjal
    Kumar, Rajiv
    FROM ZEOLITES TO POROUS MOF MATERIALS: THE 40TH ANNIVERSARY OF INTERNATIONAL ZEOLITE CONFERENCE, PROCEEDINGS OF THE 15TH INTERNATIONAL ZEOLITE CONFERENCE, 2007, 170 : 1161 - 1166
  • [2] Efficient catalysis of mesoporous Al-MCM-41 for Mukaiyama aldol reactions
    Iwanami, Katsuyuki
    Sakakura, Toshiyasu
    Yasuda, Hiroyuki
    CATALYSIS COMMUNICATIONS, 2009, 10 (15) : 1990 - 1994
  • [3] Optimal synthesis parameters and application of Sn-MCM-41 as an efficient heterogeneous catalyst in solvent-free Mukaiyama-type aldol condensation
    Gaydhankar, T. R.
    Joshi, P. N.
    Kalita, P.
    Kumar, R.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 265 (1-2) : 306 - 315
  • [4] Synthesis, characterization and catalytic performance of Sn-MCM-48 in solvent-free Mukaiyama-type aldol condensation reactions
    Taralkar, U. S.
    Kalita, P.
    Kumar, R.
    Joshi, P. N.
    APPLIED CATALYSIS A-GENERAL, 2009, 358 (01) : 88 - 94
  • [5] Lewis acid-containing mesoporous molecular sieves as solid efficient catalysts for solvent-free Mukaiyama-type aldol condensation
    Garro, R
    Navarro, MT
    Primo, J
    Corma, A
    JOURNAL OF CATALYSIS, 2005, 233 (02) : 342 - 350
  • [6] Solvent-free Mukaiyama aldol reaction of O-silyl dienolates catalyzed by benzoic acid
    Acocella, MR
    Massa, A
    Palombi, L
    Villano, R
    Scettri, A
    TETRAHEDRON LETTERS, 2005, 46 (36) : 6141 - 6144
  • [7] An environmentally friendly Mukaiyama aldol reaction catalyzed by a strong Bronsted acid in solvent-free conditions
    Barbero, Margherita
    Bazzi, Stefano
    Cadamuro, Silvano
    Dughera, Stefano
    Magistris, Claudio
    Smarra, Alessandra
    Venturello, Paolo
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (07) : 2192 - 2197
  • [8] Nanocrystalline FeOClx grafted MCM-41 as active mesoporous catalyst for the solvent-free multi-condensation reaction
    Dumbre, Deepa
    Amin, Mohammad Hassan
    Loh, Qing
    Choudahry, Vasant R.
    Selvakannan, P. R.
    Bhargava, Suresh K.
    RSC ADVANCES, 2016, 6 (73) : 69334 - 69342
  • [9] Solvent-free aldol condensation of furfural and acetone on calcined Mg-Al hydrotalcites
    Arhzaf, S.
    Bennani, M. N.
    Abouarnadasse, S.
    Houssaini, J.
    Ziyat, H.
    Qabaqous, O.
    MOROCCAN JOURNAL OF CHEMISTRY, 2021, 9 (03): : 614 - 627
  • [10] Ecofriendly Synthesis of Formamidine Derivatives Catalyzed by Al-MCM-41 Mesoporous Materials
    Yazid, Datoussaid
    Tewfik, Ali-Dahmane
    Nawei, Mehiaoui
    Brahmi, Lamia
    Zahira, Kibou
    Rachida, Hamacha
    Noureddine, Choukchou-Braham
    LETTERS IN ORGANIC CHEMISTRY, 2022, 19 (05) : 347 - 352
1234