1125-88-8Relevant articles and documents
Hydrothermal synthesis of chiral inorganic-organic CoII complex: Structural, thermal and catalytic evaluation
Salah, Assila Maatar Ben,Herrera, Raquel P.,Na?li, Houcine
, p. 356 - 362 (2018)
By heating the cobalt chloride hexahydrate (CoCl2·6H2O) with the R form of the organic amine α-methylbenzylamine (C8H11N) under hydro(solvo)thermal conditions, we have successfully generated the corresponding non-centrosymmetric homochiral hybrid tris (α-methylbenzylammonium tetrachloridocobaltate chloride [R-(C8H12N)3][CoCl4]Cl abbreviated R(MBA)Co. We present the growth conditions together with a characterization of the single crystals by means of X-ray single-crystal diffraction, Fourier-transform infrared, TG/TDA thermal decomposition and catalytic properties. This inorganic–organic hybrid compound crystallizes in the chiral space group P21 and exhibits a supramolecular-layered organization wherein a double layer of (R)-methylbenzylammonium cations and the uncoordinated chloride anions are sandwiched between anionic layers, formed by isolated tetrachloridocobaltate tetrahedra. The crystal packing is governed by a three-dimensional network of N/C–H?Cl hydrogen bonds between the inorganic and organic moieties and C–H···π interactions between the aromatic rings of the organic moieties themselves. Thermal analysis discloses a phase transition at the temperature 130 °C. The Co complex was also employed as suitable catalyst activating the acetal formation reaction of aldehydes using MeOH as solvent and as the unique source of acetalization.
Ru(II)-functionalized SBA-15 as highly chemoselective, acid free and sustainable heterogeneous catalyst for acetalization of aldehydes and ketones
Lazar, Anish,Betsy,Vinod,Singh
, p. 62 - 66 (2018)
Combining electron deficient Ru(II) coordination sites with organofunctionalized SBA-15, (L)Ru(II)@SBA-15, result in a mild, neutral, water scavenger free and chemo-selective acetalization catalyst for cyclic/acyclic acetals. Vacant coordination sites of ruthenium in (L)Ru(II)@SBA-15 activates protecting groups as well as reactants simultaneously and restricts the reverse acetalization reaction. Synthesized (L)Ru(II)@SBA-15 catalyst has been thoroughly characterized and act as competitive catalyst compared to conventional acid catalysts. (L)Ru(II)@SBA-15 performs high catalytic activity as well as selectivity within 20 min with high TOF. The catalyst can be recycled and reaction parameters are optimized.
Reductive cleavage of the C-O bond of acetals and orthoesters: Reduction by silane in the presence of a Rh-PPh3 complex
Ohta, Tetsuo,Michibata, Tsugumi,Yamada, Kazuyuki,Omori, Ryohei,Furukawa, Isao
, p. 1192 - 1193 (2003)
Reductions of acetals to ethers and of orthoester to acetal by hydrosilane using rhodium catalyst are described.
Direct Asymmetric Friedel-Crafts Reaction of Naphthols with Acetals Catalyzed by Chiral Bronsted Acids
Qin, Long,Wang, Pei,Zhang, Yixin,Ren, Zhengxiang,Zhang, Xin,Da, Chao-Shan
, p. 571 - 574 (2016)
The Friedel-Crafts method synthesis of chiral ethers from various acetals and naphthols catalyzed by chiral Bronsted acids with acetic acid as an effective additive is described. We found that the chiral phosphoric acid (R)-TRIP could efficiently catalyze the asymmetric Friedel-Crafts reaction of naphthols with acetals affording chiral ethers in good enantioselectivity and yield.
Synthesis, structural determination and catalytic study of a new 2-D chloro-substituted zinc phosphate, (C8N2H20)[ZnCl(PO3(OH))]2
Rayes, Ali,Herrera, Raquel P,Moncer, Manel,Ara, Irene,Calestani, Gianluca,Ayed, Brahim,Mezzadri, Francesco
, (2020)
A novel chloro-substituted zinc-phosphate, (C8N2H20)[ZnCl(PO3(OH))], has been synthesized by a slow evaporation method in the presence of 1,3-cyclohexanebis- (methylamine), which acts as a template. The structure consists of vertex linked ZnO3Cl and PO3(OH) tetrahedral, assembled into corrugated porous layers [ZnCl(PO3(OH))2]∞ with (4.82) topology. The optical properties were also investigated using Diffuse Reflecting Spectroscopy (DRS), showing that the title compound has semiconducting properties. In addition, the catalytic activity of (C8N2H20)[ZnCl(PO3(OH))]2 has been tested in the acetalisation reaction of aldehydes. The title compound displayed a high catalytic activity with practically total conversion in many examples using MeOD as solvent and as the sole source of acetalisation. More importantly, the reaction crudes are very clean and only the preferred products are found in the NMR spectra.
Crystallisation, thermal analysis and acetal protection activity of new layered Zn(II) hybrid polymorphs
Sa?d, Salem,Na?li, Houcine,Bataille, Thierry,Herrera, Raquel P.
, p. 5365 - 5374 (2016)
Two new polymorphic mononuclear complexes, with analogous structural formula (C6H9N2)2[Zn(H2O)6](SO4)2·2H2O, of zinc(ii) templated by 2-amino-6-methylpyridinium ligand have been discovered. These polymorphic hybrid crystals, which differ only in terms of their crystal structures, were prepared in one-step synthesis under ambient conditions and investigated for their thermal and catalytic properties. Single-crystal X-ray diffraction of the obtained materials revealed that polymorphs 1 and 2 crystallise in the triclinic system, space group P1. In an effort to further explore the form diversity of these compounds, the structural arrangements and intermolecular interactions such as hydrogen-bonding and π?π interactions are discussed from which supramolecular assembly was formed. Meanwhile, these new polymorphic forms can be described as the stacking of 3D layers where the interlayer distances are 13.23 and 12.59 ? for 1 and 2, respectively. The thermal behaviour of the precursors checked by TG-DTA analysis for both zinc sulfate polymorphs and variable temperature powder X-ray diffraction (VT-PXRD) show successive intermediate crystalline anhydrous phases upon dehydration in 1. The catalytic activity of both polymorphic structures has been tested in the acetalisation reaction of aldehydes as a benchmark process. Interestingly, both complexes showed excellent activity with almost total conversion in many examples and using MeOH as solvent and as the unique source of acetalisation.
Acid-catalysed synthesis and deprotection of dimethyl acetals in a miniaturised electroosmotic flow reactor
Wiles, Charlotte,Watts, Paul,Haswell, Stephen J.
, p. 5209 - 5217 (2005)
Through incorporating a series of polymer-supported acid catalysts into a miniaturised EOF-based flow reactor, we demonstrate a clean and efficient technique for the protection of aldehydes as their respective dimethyl acetal. In addition, we also report the acid catalysed deacetalisation of 11 dimethyl acetals to their respective aldehyde. In all cases, the compounds described are obtained in high yield (>95%) and excellent purity (>99%) without the need for further product purification.
MOF-808 as a recyclable catalyst for the photothermal acetalization of aromatic aldehydes
Rabon, Allison M.,Doremus, Jared G.,Young, Michael C.
, (2021)
Metal-organic frameworks (MOFs) show promise for catalysis applications due to their porosity, high internal surface area, and structural adaptability. Typical acetylation reactions of aldehydes require elevated temperatures and excess alcohol to drive the reactions to completion. In this current work, MOF-808 is used as a heterogeneous catalyst for acetylation of aldehydes in methanol using a mild photothermal process. Optimized conditions gave 72% yield of 2-(dimethoxymethyl)naphthalene in the presence of 10 mol% MOF-808 at 45 °C using only a fluorescent lamp. MOF-808 can be recycled up to 5 times with no loss in catalytic activity. A proof-of-principle substrate scope demonstrates the potential utility for aromatic and aliphatic substrates.
Microwave-assisted preparation of 1-butyl-3-methylimidazolium tetrachlorogallate and its catalytic use in acetal formation under mild conditions
Yong, Jin Kim,Varma, Rajender S.
, p. 7447 - 7449 (2005)
1-Butyl-3-methylimidazolium tetrachlorogallate, [bmim][GaCl4], prepared via microwave-assisted protocol, is found to be an active catalyst for the efficient acetalization of aldehydes under mild conditions.
Direct aerobic photo-oxidative synthesis of aromatic methyl esters from methyl aromatics via dimethyl acetals
Hirashima, Shin-Ichi,Nobuta, Tomoya,Tada, Norihiro,Miura, Tsuyoshi,Itoh, Akichika
, p. 3645 - 3647 (2010)
A useful method for facile synthesis of aromatic methyl esters from methyl aromatics via dimethyl acetals by aerobic photo-oxidation using inexpensive and easily handled CBr4 as catalyst is reported. This is the first example for direct preparation of the corresponding aromatic methyl esters from methyl aromatics.
