14533-87-0Relevant academic research and scientific papers
Bismuth(III) chloride as a New Catalyst for Knoevenagel Condensation in the Absence of Solvent
Prajapati, Dipak,Sandhu, Jagir S.
, p. 1945 - 1946 (1992)
The Knoevenagel condensation of various aldehydes was carried out under heterogeneous catalysts conditions using bismuth(III) chloride in absence of solvent.The method gives high yields of Knoevenagel products.
Aminopropylated MCMs as base catalysts: A comparison with aminopropylated silica
Macquarrie, Duncan J.,Jackson, Dominic B.
, p. 1781 - 1782 (1997)
Aminopropyl-functionalised MCMs, prepared via a one-pot method, are found to be effective base catalysts for the Knoevenagel reaction, with significant improvements in terms of turnover number and solvent dependence to the ostensibly similar aminopropylsilica.
Potassium triiodide. A new and efficient catalyst for carbon-carbon bond formation in aqueous media
Thakur, Ashim J.,Prajapati, Dipak,Gogoi, Baikuntha J.,Sandhu, Jagir S.
, p. 258 - 259 (2003)
Potassium triiodide catalyses the condensation of carbonyl compounds with active methylene compounds in aqueous media to afford E olefinic products in high yields.
Functionalised ionic liquids: Synthesis of ionic liquids with tethered basic groups and their use in Heck and Knoevenagel reactions
Forsyth, Stewart A.,Froehlich, Ute,Goodrich, Peter,Gunaratne, H. Q. Nimal,Hardacre, Christopher,McKeown, Angela,Seddon, Kenneth R.
, p. 723 - 731 (2010)
A simple and efficient synthesis of a novel series of ionic liquids bearing nucleophilic (Me2N) and non-nucleophilic base (iPr 2N) functionalities is described. The non-nucleophilic base functionality resembles the structure of the Huenig's base (N,N-diisopropylethylamine), which has been used widely in organic synthesis. A qualitative measure of the basicity of these ionic liquids is presented by utilising their interaction with universal indicator. The basicity of these ionic liquids was found to be dependent on the amine tether and choice of linker between the two nitrogen centres. The relative base strength of these ionic liquids was also probed by using them as catalysts in the Heck and Knoevenagel reactions. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
Nano-silica PAMAM dendrimer as a novel catalyst for Knoevenagel reactions
Hagiwara, Hisahiro,Sekifuji, Masayoshi,Tsubokawa, Norio,Hoshi, Takashi,Suzuki, Toshio
, p. 926 - 927,2 (2009)
A nano-silica dendrimer, poly(amidoamine)-grafted nanosilica (nano-PAMAM), catalyzed the Knoevenagel reaction of aryl and aliphatic aldehydes with various active methylene compounds at room temperature in good yields. The reaction conditions were mild eno
N-Benzylidenebenzenesulfonamide as a benzaldehyde equivalent in the Knoevenagel reaction
Zajac Jr.,Walters,Buzby,Gagnon,Labroli
, p. 427 - 432 (1994)
N-Benzylidenebenzenesulfonamide was shown to be a useful benzaldehyde equivalent in the Knoevenagel Reaction for cyana-containing active methylene compounds. The intermediate β-N-benzenesulfonylamino carbonyl derivatives from other active methylene compounds failed to undergo elimination.
Magnetic core-shell dendritic mesoporous silica nanospheres anchored with diamine as an efficient and recyclable base catalyst
Surabhi,Shabir, Javaid,Gupta, Padmini,Sah, Digvijay,Mozumdar, Subho
, p. 21152 - 21166 (2020/12/31)
In the present study, diamine-functionalized magnetic core-shell dendritic mesoporous silica nanospheres have been successfully synthesized by an oil-water biphasic stratification-coating strategy. The shape, size and morphology of the synthesized magnetic nanocatalyst could be characterized by various physicochemical techniques such as, field emission scanning electron microscopy (FE-SEM) and transmission electron microscopy (TEM). The characteristic information about the successful immobilization of various functionalities on the nanospheres could be obtained with the help of X-ray powder diffraction (XRD) patterns, Fourier transform-infrared spectroscopy (FT-IR), energy dispersive X-ray spectroscopy (EDX) and thermo-gravimetric analysis (TGA). The details about the magnetic behaviour and surface area of the nanocatalyst could be acquired by vibrating sample magnetometry (VSM) and BET surface analysis, respectively. The synthesized diamine-functionalized magnetic nanoparticles were then explored as a highly efficient catalyst for the Knoevenagel condensation and one-pot synthesis of polyhydroquinolines using aromatic/heteroaromatic aldehydes and aliphatic aldehydes with active methylene compounds under very mild conditions. The synthesized magnetic core-shell dendritic mesoporous silica nanospheres had large surface areas. This large surface area and pore volume could facilitate a proper interaction and penetration of the reactant molecules with the basic amine groups present on the dendritic mesoporous silica nanospheres. The supported nanocatalyst revealed no sign of leaching of the amine groups present inside the dendrimers and therefore, could be reused up to nine times without any noteworthy loss in catalytic activity.
Knoevenagel condensation of aromatic aldehydes with active methylene compounds catalyzed by lipoprotein lipase
Ding, Yan,Ni, Xiao,Gu, Mengjie,Li, Shuang,Huang, He,Hu, Yi
, p. 101 - 104 (2015/02/19)
A screening of using different lipases to catalyze the Knoevenagel reaction was realized, and lipase lipoprotein (LPL) from Aspergillus niger showed the best catalytic performance. The reaction conditions including solvent, enzyme loading, and temperature were screened to improve the reaction efficiency. Various kinds of substrates were investigated, and almost all the target products were obtained in good to excellent yields (76-98%) with Z configuration exclusively. This procedure provides a novel, green and efficient method for the Knoevenagel condensation of aromatic aldehydes with active methylene compounds.
One-pot multifunctional catalysis with NNN-Pincer Zr-MOF: Zr base catalyzed condensation with Rh-catalyzed hydrogenation
Rasero-Almansa, Antonia M.,Corma, Avelino,Iglesias, Marta,Sánchez, Félix
, p. 3092 - 3100 (2013/10/21)
We describe the postsynthetic modification of Zr-based metal organic frameworks (MOFs) containing chiral NNN-pincer ligands based on aminopyridineimines, as well as the subsequent formation of (NNN)-M-Zr-MOF complexes (M=Rh, Ir). With these new multifunct
Strong organic bases as building blocks of mesoporous hybrid catalysts for C-C forming bond reactions
Gianotti, Enrica,Diaz, Urbano,Velty, Alexandra,Corma, Avelino
, p. 5175 - 5185 (2013/01/15)
1,8-Bis(tetramethylguanidino)naphthalene (TMGN), a neutral organic base that combines the properties of guanidine and the properties of proton sponges, was used as a building block to produce organic-inorganic silica-based mesoporous hybrids with strong basic properties. The TMGN-based mesoporous hybrids (TMGN/SiO2) were prepared by a sol-gel route working at a neutral pH and low temperatures, which avoided the use of SDAs. TMGN has been modified in order to have two terminal reactive silyl groups able to perform co-condensation with a conventional organosilane (TMOS) used as a silicon source. This synthesis has allowed us to directly introduce the unmodified, functionalized TMGN as part of the walls of the mesoporous silica by a one-pot synthesis. TMGN/SiO2 hybrid materials present excellent catalytic properties for C-C bond forming reactions: Knoevenagel, Henry (nitroaldol), and Claisen-Schmidt condensations. The activity of the hybrid materials is higher than that of the counterpart homogeneous catalyst. The TMGN/SiO2 hybrid catalyst was synthesized using 1,8-bis(tetramethylguanidino)naphthalene (TMGN). It combines the properties of guanidine and of proton sponges. A functionalized TMGN builder was introduced directly into a nonordered mesoporous silica by the NH4F-catalyzed sol-gel route. This catalyst shows good catalytic performances in C-C bond forming reactions. Copyright
