A simple and solvent-free procedure to synthesize alpha,alpha'-bis(substituted benzylidene) cycloalkanones, catalyzed by copper(II) trifluoroacetate through crossed-aldol condensation of various aromatic aldehydes with cyclic ketones is reported. The reaction proceeded smoothly in good to excellent yields.
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http://dx.doi.org/10.1080/10826060902800874 | DOI Listing |
Dalton Trans
June 2024
Department of Chemistry, Inorganic Chemistry Section, Jadavpur University, Kolkata - 700032, India.
The reaction of [Ru(dmso)Cl] with a potassium salt of four xanthate (RO-C(S)S; R = Me, Et, Pr and Bu) ligands (depicted as L; = 1-4) in hot methanol afforded a group of mixed-ligand complexes of type [Ru(L)(dmso)]. The crystal structures of all the four complexes have been determined, which show that the xanthate ligands are bound to the metal center forming four-membered chelates and dmso is coordinated through sulfur and they are mutually . The relative thermodynamic stability of this and the other possible -isomers of these complexes has been assessed with the help of DFT calculations, which have revealed that the -isomer is the more stable isomer.
View Article and Find Full Text PDFBiopolymers
May 2024
Department of Chemistry, Chungbuk National University, Cheongju, Chungbuk, Republic of Korea.
Conformational search and density functional theory calculations were performed to explore the preferences of helical structures for chiro-specific oligo-γ-peptides of 2-(aminomethyl)cyclopentanecarboxylic acid (γAmc) with a cyclopentyl constraint on the C-C bond in solution. The dimer and tetramer of γAmc (1) with homochiral (1S, 2S) configurations exhibited a strong preference for the 9-membered helix foldamer in solution, except for the tetramer in water. However, the oligomers of γAmc (1) longer than tetramer preferentially adopted a right-handed (P)-2.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
April 2024
Department of Chemistry, Graduate School of Science, Tokyo Metropolitan University, 1-1 Minami-Osawa, Hachioji, Tokyo, 192-0397, Japan.
Org Lett
January 2024
Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati-781039, Assam, India.
Chromium-catalyzed cross-coupling of methyl ketones with cyclic ketones to β-branched β,γ-unsaturated ketones are reported. Interestingly, single-crossed aldol condensation products are formed, even in reactions in which a mixture of products is possible. The reaction is highly chemoselective and regioselective.
View Article and Find Full Text PDFChemistry
March 2024
Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati, Assam, India, 781039.
C-C bond forming reaction of ketone with aldehyde is well-studied for the synthesis of α, β-unsaturated ketones, however, the reaction with two different ketones to unsaturated carbonyl compound has not yet been systematically studied. Probably due to the relatively low reactivity of ketones as electrophiles (aldol acceptors), its propensity for retro-aldol reaction. The reactions often suffer from unsatisfactory chemoselectivity (self- vs.
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