- Novelmeta-benzothiazole and benzimidazole functionalised POCOP-Ni(ii) pincer complexes as efficient catalysts in the production of diarylketones
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The synthesis of four novel non-symmetric Ni(ii)-POCOP pincer complexesmeta-functionalized with either benzothiazole or benzimidazole at the central aryl ring is described. All complexes were fully characterised in solution by various analytical techniques and the molecular structures in the solid state of complexes1b,2aand2bwere unequivocally determined by single crystal X-ray diffraction analysis. In addition, the Ni(ii)-POCOP pincer complexes were efficiently used as catalysts in the synthesis of diarylketones by cross-coupling reactions of functionalized benzaldehydes and boronic acid derivatives under relatively mild conditions. An important aspect of this transformation is the dependence on the steric properties of the donor groups (OPR2) of the pincer ligands, the more active compounds having the phosphinitos bearing isopropyl groups (1aand2a) than those containingtert-butyl substituents (1band2b).
- Castillo-García, Antonio A.,González-Sebastián, Lucero,Lomas-Romero, Leticia,Hernandez-Ortega, Simon,Toscano, Ruben A.,Morales-Morales, David
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p. 10204 - 10216
(2021/06/18)
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- Efficient Access to Chiral Benzhydrols via Asymmetric Transfer Hydrogenation of Unsymmetrical Benzophenones with Bifunctional Oxo-Tethered Ruthenium Catalysts
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A concise asymmetric transfer hydrogenation of diaryl ketones, promoted by bifunctional Ru complexes with an etherial linkage between 1,2-diphenylethylenediamine (DPEN) and η6-arene ligands, was successfully developed. Because of the effective discrimination of substituents at the ortho position on the aryl group, unsymmetrical benzophenones were smoothly reduced in a 5:2 mixture of formic acid and triethylamine with an unprecedented level of excellent enantioselectivity. For the non-ortho-substituted benzophenones, the oxo-tethered catalyst electronically discerned biased substrates, resulting in attractive performance yielding chiral diarylmethanols with >99% ee.
- Touge, Taichiro,Nara, Hideki,Fujiwhara, Mitsuhiko,Kayaki, Yoshihito,Ikariya, Takao
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supporting information
p. 10084 - 10087
(2016/09/03)
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- Fabrication of covalently functionalized mesoporous silica core-shell magnetite nanoparticles with palladium(II) acetylacetonate: Application as a magnetically separable nanocatalyst for Suzuki cross-coupling reaction of acyl halides with boronic acids
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We report the preparation of supported palladium(II) acetylacetonate, Pd(acac)2, coordinated by pendant acac groups, by reacting palladium acetate with acac-functionalized doubly silica-coated magnetic nanoparticles. The solid support consists of an amorphous silica-coated (as magnetite protecting layer) magnetite core and a mesoporous silica shell. The magnetically separable palladium nanocatalyst is active for Suzuki cross-coupling reaction of acyl halides with boronic acids. The catalyst is simply isolated from the reaction mixture that allows fast and efficient isolation of product and catalyst compared to traditional methods that generally make use of time- and solvent-consuming procedures.
- Hajipour, Abdolreza,Azizi, Ghobad
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p. 247 - 253
(2015/03/30)
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- Efficient and fast method for the preparation of Diaryl Ketones at room temperature
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Palladium-catalyzed cross-coupling reaction of arylboronic acids with acid chlorides at room temperature under phosphine-free conditions affords the corresponding aromatic ketones in excellent yields within short times. This synthetic method overcomes common disadvantages of Friedel-Crafts acylation procedures and is compatible with both electron-donating and electron-withdrawing substituents on the aryl ring of the acyl chlorides. Georg Thieme Verlag Stuttgart New York.
- Hajipour, Abdol Reza,Pourkaveh, Raheleh
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p. 1101 - 1105
(2014/05/20)
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- Synthesis of arylketones using Envirocat EPZG catalyst
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The Friedel-Crafts acylation reactions of substituted benzene derivatives with substituted acid chlorides proceed smoothly in the presence of a catalytic amount of Envirocat EPZG, a novel supported reagent catalyst, based on montmorillonite K10 clay. This catalyst is eco-friendly, selective and reusable and hence provides a safer and a cost effective approach for large-scale production in industries. The present work involves synthesis of fifteen ketones by using fresh and reused Envirocat EPZG catalyst and a conventional catalyst for Friedel-Crafts reaction, anhyd. AlCl3. The yields of ketones with fresh Envirocat EPZG are always more than that obtained with anhyd. AlCl3. Envirocat EPZG has been reused for the number of reactions in a series, without much loss in its efficiency. Ketones having activating as well as deactivating groups on benzene ring have been synthesized in satisfactory yields.
- Ghatpande, Sonali,Mahajan, Supriya
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p. 188 - 192
(2007/10/03)
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