Development of catalytic systems using nontoxic natural precursors is the need of the era, and along this line, we have synthesized a new D-glucose derived ligand (4,6-O-ethylidene-N-(2-hydroxy-4-(octyloxy)benzylidene)-β-D-glucopyranosylamine) and its dinuclear copper(II) complex. The molecular structure of the complex has been established by single-crystal X-ray diffraction studies and detailed noncovalent intermolecular interactions present in it have been explored by Hirshfeld surface analysis. Further, the complex has been used as a catalyst in the enantioselective (87-99 % ee) synthesis of propargylamines in good to excellent yield (82-95 %) via aldehyde-amines-alkynes (A) coupling reaction under solvent-free condition. The formation of aminal intermediate during the reaction has been confirmed by H-NMR and single-crystal X-ray diffraction studies. The catalytic system is reusable without any appreciable loss in the enantioselectivity or product yield.
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http://dx.doi.org/10.1002/cplu.202400381 | DOI Listing |
Dalton Trans
December 2024
Anorganisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
, an obligate symbiont of certain ascidians (sea squirts found in tropical areas), produces various cyclic pseudo-octapeptides in large quantities. These secondary metabolites have attracted the attention of medicinal chemists and, due to their four azol(in)e and four amide donor groups, coordination chemists have become interested in these molecules. The structures of the metal-free macrocycles and their dinuclear copper(II) complexes are known, and solution equilibria, spectroscopic properties and a range of biologically relevant reactions have been studied in detail.
View Article and Find Full Text PDFInorg Chem
November 2024
Department of Chemistry, University at Buffalo, The State University of New York, Buffalo, New York14260, United States.
Herein, we report the reaction between four 1,2-dibromoxylenes and two tetra-3-pyridylporphyrins for the formation of a cofacial porphyrin core spanned by dipyridinium xylene moieties. The metal-free organic nanocage (oNC) was synthesized in one twenty-four h step at a gram-scale with a 91.5% yield.
View Article and Find Full Text PDFDalton Trans
November 2024
Área de Química Inorgánica, Departamento de Química, Universidad de La Laguna, C/Astrofísico Francisco Sánchez 3, 38071 La Laguna, Spain.
This research embarked on the study of a new binaphthyl phosphate scaffold of copper. There are two independent neutral complexes in the asymmetric unit: Cu1/Cu2 (I) and Cu3/Cu4 (II) from a similar structure to , with one arm formed by an intra-hydrogen bond between the water molecule bonded to the copper and the phosphine oxide (PO) moieties. Moreover, in the first complex two water and one ketone molecule complete the coordination sphere of the two-copper metals, instead, in the second one, one water and two ketone molecules.
View Article and Find Full Text PDFInt J Mol Sci
August 2024
Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk 630090, Russia.
A new complex of copper(II) with methyl-5-(trifluoromethyl)pyrazol-3-yl-ketazine (HL) was synthesized with the composition [CuL]∙CHOH (). Recrystallization of the sample from DMSO yielded a single crystal of the composition [CuL((CH)SO)] (). The coordination compounds were studied by single-crystal X-ray diffraction analysis, IR spectroscopy, and static magnetic susceptibility method.
View Article and Find Full Text PDFActa Crystallogr E Crystallogr Commun
September 2024
The present study focuses on the synthesis and structural characterization of a novel dinuclear Cu complex, [tri-chlorido-copper(II)]-μ-chlorido-{bis-[2-hy-droxy-'-(propan-2-yl-idene)benzohydrazide]copper(II)} monohydrate, [CuCl(CHNO)]·HO or [Cu(H )(μ-Cl)CuCl]·HO [H = 2-hy-droxy-'-(propan-2-yl-idene)benzohydrazide]. The complex crystallizes in the monoclinic space group 2/ with one mol-ecule of water, which forms inter-actions with the ligands. The first copper ion is penta-coordinated to two benzohydrazine-derived ligands two nitro-gen and two oxygen atoms, and one bridging chloride, which is also coordinated by the second copper ion alongside three terminal chlorines in a distorted tetra-hedral geometry.
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