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1.
RSC Adv ; 11(23): 14203-14212, 2021 Apr 13.
Article in English | MEDLINE | ID: mdl-35423922

ABSTRACT

Conversion efficiency as high as 80-100% and 50% selectivity for camphene and limonene was achieved with low production of polymeric byproducts (18-28%), easy recovery with a magnet and reuse for up to five cycles maintaining similar activity and distribution of products, using a new magnetically recyclable catalyst based on niobium oxide coated on superparamagnetic iron oxide nanoparticles (SPION) impregnated with phosphotungstic acid (HPW). The catalyst was demonstrated to be effective in the selective conversion of alpha and beta-pinenes into valuable terpenes, under ultrasonic probe activation and with toluene as solvent. A unique synergic effect between the components generating more active and selective catalytic sites was demonstrated, indicating that the SPION covered with 30 wt% of Nb2O5 gives the best performance when impregnated with HPW as co-catalyst. The materials were fully characterized by XRD, EDX, XPS, TEM, BET, VSM and FTIR.

2.
Acta Crystallogr E Crystallogr Commun ; 73(Pt 6): 918-924, 2017 Jun 01.
Article in English | MEDLINE | ID: mdl-28638659

ABSTRACT

The title organoselenium compound, C19H13ClO3Se {systematic name: 2-[(4-chloro-phen-yl)selan-yl]-2H,3H,4H,5H,6H-naphtho-[1,2-b]pyran-5,6-dione}, has the substituted 2-pyranyl ring in a half-chair conformation with the methyl-ene-C atom bound to the methine-C atom being the flap atom. The dihedral angle between the two aromatic regions of the mol-ecule is 9.96 (9)° and indicates a step-like conformation. An intra-molecular Se⋯O inter-action of 2.8122 (13) Šis noted. In the crystal, π-π contacts between naphthyl rings [inter-centroid distance = 3.7213 (12) Å] and between naphthyl and chloro-benzene rings [inter-centroid distance = 3.7715 (13) Å], along with C-Cl⋯π(chloro-benzene) contacts, lead to supra-molecular layers parallel to the ab plane, which are connected into a three-dimensional architecture via methyl-ene-C-H⋯O(carbon-yl) inter-actions. The contributions of these and other weak contacts to the Hirshfeld surface is described.

3.
ChemistrySelect ; 2(24): 7421-7425, 2017.
Article in English | Sec. Est. Saúde SP, SESSP-IBPROD, Sec. Est. Saúde SP | ID: but-ib15056

ABSTRACT

The use of ionic liquid (IL) in Tandem Knoevenagel/Diels-Alder Reaction is an optimization method for one-pot procedures, providing great results under mild conditions. In this paper, four new Lapachone derivatives were obtained using lawsone as substrate. The effects of the catalytic use of ionic liquids and catalysts in organometallic systems were evaluated. Several lapachone derivatives were obtained good to excellent yields.

4.
J Am Chem Soc ; 133(20): 7719-21, 2011 May 25.
Article in English | MEDLINE | ID: mdl-21528904

ABSTRACT

Ni-phosphine complexes were used as catalysts for the cycloaddition of various ketenes and diynes. In general, 2,4-cyclohexadienones were formed instead of products arising from decarbonylation of the ketenes.


Subject(s)
Ethylenes/chemistry , Ketones/chemistry , Nickel/chemistry , Catalysis , Cyclization
5.
Eur J Med Chem ; 41(4): 513-8, 2006 Apr.
Article in English | MEDLINE | ID: mdl-16516351

ABSTRACT

An efficient and simple synthetic protocol for the Biginelli reaction has been developed for the preparation of several new dihydropyrimidinones, under ultrasound irradiation in the presence of NH(4)Cl, in good yields and short reaction time. Some of the synthesized compounds were tested in vitro for their antioxidant activity. All of the selected compounds showed some antioxidant activity. Analogues compounds 3b and 4b exhibited a strong activity against lipid peroxidation induced by Fe + EDTA, while compounds 3b and 3d were the most potent in reducing ROS levels.


Subject(s)
Antioxidants/chemistry , Antioxidants/chemical synthesis , Pyrimidinones/chemical synthesis , Pyrimidinones/pharmacology , Ammonium Chloride , Animals , Glutathione/chemistry , Indicators and Reagents , Lipid Peroxidation/drug effects , Male , Peroxidases/antagonists & inhibitors , Rats , Rats, Wistar , Reactive Oxygen Species , Thiobarbituric Acid Reactive Substances , Ultrasonics
6.
J Org Chem ; 71(1): 244-50, 2006 Jan 06.
Article in English | MEDLINE | ID: mdl-16388643

ABSTRACT

[reaction: see text] Palladium(0)-catalyzed cross-coupling between potassium aryltrifluoroborate salts and aryl tellurides proceeds readily to afford the desired biaryls in good to excellent yield. The reaction seems to be unaffected by the presence of electron-withdrawing or electron-donating substituents in both the potassium aryltrifluoroborate salts and aryl tellurides partners. Biaryls containing a variety of functional groups can be prepared. A chemoselectivity study was also carried out using aryl tellurides bearing halogen atoms in the same compound. In addition, this new version of the Suzuki-Miyaura cross-coupling reaction was monitored by electrospray ionization mass spectrometry where some reaction intermediates were detected and analyzed.


Subject(s)
Borates/chemistry , Potassium/chemistry , Salts/chemistry , Tellurium/chemistry , Catalysis , Dimerization , Molecular Structure , Spectrometry, Mass, Electrospray Ionization
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