128-50-7Relevant articles and documents
Condensation reactions assisted by acidic hydrogen bonded hydroxyl groups in solid tin(ii)hydroxychloride
Marakatti, Vijaykumar S.,Shanbhag, Ganapati V.,Halgeri, Anand B.
, p. 10795 - 10800 (2013)
Tin(ii)hydroxychloride is reported as a heterogeneous Bronsted acid catalyst. Sn(OH)Cl was synthesized by a precipitation method and characterized by XRD, FT-IR, 1H MAS NMR, SEM, TG-DTA and N2 sorption. The acidity measurements of tin(ii)hydroxychloride by FT-IR pyridine adsorption and 1H MAS NMR showed the presence of Bronsted acidity. The Bronsted acidity can be attributed to strong hydrogen bonding between the -OH and Cl groups. Sn(OH)Cl showed high activity for important condensation reactions such as the Prins condensation, Claisen-Schmidt condensation and ketalization. The catalytic activity of Sn(OH)Cl was compared with that of SnO, SnO2 and Sn2(OH)2O. The catalyst was recycled three times with a negligible decrease in activity. The Royal Society of Chemistry 2013.
Exploring the catalytic performance of a series of bimetallic MIL-100(Fe, Ni) MOFs
Giménez-Marqués, Mónica,Santiago-Portillo, Andrea,Navalón, Sergio,álvaro, Mercedes,Briois, Valérie,Nouar, Farid,Garcia, Hermenegildo,Serre, Christian
, p. 20285 - 20292 (2019)
A series of mixed-metal FeIII/NiII metal-organic frameworks (MOFs) of the MIL-100 type containing different metal ratios have been synthesized de novo, following an approach that requires tuning of the FeIII/NiII reactivity. The resulting heterometallic MIL-100(Fe, Ni) materials maintain thermal, chemical and structural stability with respect to the parent MIL-100(Fe) MOF as can be deduced from various techniques. The nature and the oxidation state of the accessible metal cations have been evaluated by in situ infrared spectroscopy and extended X-ray absorption fine structure measurements. The obtained mixed-metal MOFs and the parent material have been evaluated as heterogeneous catalysts in a model acid-catalyzed reaction, i.e., the Prins reaction. It is found that the catalytic activity improves by more than one order of magnitude upon incorporation of NiII, with a complete selectivity for the formation of nopol. This increase in the catalytic activity upon incorporation of NiII correlates with the enhancement in the Lewis acidity of the material as determined by CO adsorption. The heterometallic MOF can be recycled without observation of metal leaching, while maintaining the crystal structure under the reaction conditions.
Well ordered two-dimensional SnSBA-15 catalysts synthesized with high levels of tetrahedral tin for highly efficient and clean synthesis of nopol
Selvaraj,Choe
, p. 186 - 191 (2010)
Highly ordered two-dimensional SnSBA-15 molecular sieve catalysts with different concentrations of tin species have been synthesized using Pluronic P123 as a structure directing agent under pH-adjusting direct hydrothermal method and have been used for synthesis of nopol by Prins condensation of β-pinene with paraformaldehyde. The influence of various reaction parameters on this reaction has been investigated. The Prins condensation reaction has also been carried out with different solvents for finding the best solvent with a good catalytic activity. In addition, the Prins condensation of β-pinene with paraformaldehyde in the presence of propyl cyanide with water has been carried out for the synthesis of nopol, and in this condition the catalytic activity of the catalyst used was not seriously affected. On the basis of all catalytic results, SnSBA-15(5) is found to be a highly active, water-resistant and recyclable heterogeneous catalyst for selective synthesis of nopol.
Synthesis, antifungal activity and 3D-QSAR study of novel nopol-based 1,3,4-thiadiazole–thioether compounds
Wang, Xiu,Duan, Wen-Gui,Lin, Gui-Shan,Chen, Ming,Lei, Fu-Hou
, p. 4029 - 4049 (2021/06/21)
A series of novel nopol derivatives containing 1,3,4-thiadiazole–thioether moiety were synthesized from β-pinene, which is a natural, abundant and renewable biomass resource. Their structures were characterized by FT-IR, 1H NMR, 13C NMR, ESI–MS and elemental analysis. In vitro antifungal activity of the target compounds was preliminarily evaluated against eight tested plant pathogens, including Fusarium oxysporum f. sp. cucumerinum, Cercospora arachidicola, Physalospora piricola, Alternaria solani, Gibberella zeae, Rhizoeotnia solani, Bipolaris maydis and Colleterichum orbicalare. The bioassay results revealed that, at the concentration of 50?μg/mL, all the target compounds showed certain inhibition activity against the eight tested fungi. Compounds 5f (R = m–OCH3), 5i (R = m–F) and 5r (R = m–I) had excellent inhibition rates of 77.8%, 88.9% and 77.8%, respectively, against P. piricola, showing much better antifungal activity than that of the positive control chlorothalonil. Meanwhile, compound 5?m (R = p–Cl) displayed antifungal activity of 80.7% against R. solani. Furthermore, the analysis of three-dimensional quantitative structure–activity relationship (3D-QSAR) was performed for the relationship between the structures of the target compounds and their antifungal activity against P. piricola by CoMFA method. A reasonable CoMFA model (n = 6; q2 = 0.597; r2 = 0.985) was established.
Design of stable mixed-metal MIL-101(Cr/Fe) materials with enhanced catalytic activity for the Prins reaction
álvaro, Mercedes,García, Hermenegildo,Giménez-Marqués, Mónica,Gkaniatsou, Effrosyni,Greneche, Jean-Marc,Navalón, Sergio,Santiago-Portillo, Andrea,Serre, Christian,Sicard, Clémence,Steunou, Nathalie,Vallés-García, Cristina
supporting information, p. 17002 - 17011 (2020/09/16)
This work highlights the benefit of designing mixed-metal (Cr/Fe) MOFs for enhanced chemical stability and catalytic activity. A robust and stable mixed-metal MIL-101(Cr/Fe) was prepared through a HF-free direct hydrothermal route with Fe3+ content up to 21 wt%. The incorporation of Fe3+ cations in the crystal structure was confirmed by 57Fe M?ssbauer spectrometry. The catalytic performance of the mixed metal MIL-101(Cr/Fe) was evaluated in the Prins reaction. MIL-101(Cr/Fe) exhibited a higher catalytic activity compared to MIL-101(Cr), improved chemical stability compared to MIL-101(Fe) and a higher catalytic activity for bulky substrates compared to MIL-100(Fe). In situ infra-red spectroscopy study suggests that the incorporation of Fe3+ ions in MIL-101 structure leads to an increase in Lewis acid sites. It was thus concluded that the predominant role of Cr3+ ions was to maintain the crystal structure, while Fe3+ ions enhanced the catalytic activity.
