Refernces
10.1016/j.tetlet.2005.11.001
The research discusses the investigation of a heterogeneous intermolecular hydroamination reaction between terminal alkynes and aromatic amines using inexpensive transition metal-exchanged clay catalysts. The study focuses on the synthesis of aromatic imines, which are important for producing nitrogen-containing compounds. The experiments involved various metal-exchanged montmorillonite K-10 catalysts, with Cu2+ showing the highest yield in the hydroamination of phenylacetylene with p-toluidine. The reaction was found to be highly regioselective, yielding only Markovnikov addition products. The reactivity of different alkynes and aniline derivatives was evaluated, with aromatic alkynes and electron-donating substituents on anilines showing better yields. The analyses used to determine yields and product selectivity included gas chromatography (GC), nuclear magnetic resonance (NMR), Fourier-transform infrared spectroscopy (FT IR), and gas chromatography-mass spectrometry (GCMS).
10.1134/S0022476612030286
The research focuses on the synthesis and crystal structure analysis of a new copper(II) complex, bis[2-((E)-(p-tolylimino)methyl)-6-bromo-4-chlorophenol]copper(II). The key chemicals involved in this research include 3-bromo-5-chloro-2-hydroxybenzaldehyde, p-toluidine, and CuCl??2H?O. These chemicals were used in the synthesis process, where the reaction of 3-bromo-5-chloro-2-hydroxybenzaldehyde with p-toluidine followed by the addition of CuCl??2H?O resulted in the formation of the complex. The synthesized complex was then characterized using single crystal X-ray diffraction analysis, revealing its crystal structure and coordination geometry. The complex crystallizes in the monoclinic system with a P21/c space group and exhibits a coordination geometry around copper(II) that is intermediate between square planar and tetrahedral. The structure is stabilized by weak intermolecular Br…Br interactions and Cu…Cl contacts, forming one-dimensional chains and two-dimensional layers.
10.1039/jr9530004089
The study investigates the reaction of hydrogen sulphide and formaldehyde with aromatic amines such as aniline and p-toluidine. The researchers found that these amines can condense with hydrogen sulphide and formaldehyde to form various compounds, including tetrahydrothiadiazines, thia-azetidines, and dihydrodithiazines. The specific products formed depend on the proportions of the reactants used. For instance, when 1 mol of hydrogen sulphide in aqueous-ethanolic formaldehyde is condensed with 2 mols of the amine, tetrahydrothiadiazines are obtained. However, when 2 mols of hydrogen sulphide are condensed with 1 mol of amine, mixtures of thia-azetidines and dihydrodithiazines are produced. The study also notes that all the cyclic products rapidly decompose to trithioformaldehyde and the amine hydrochloride when heated with hydrochloric acid.
10.1002/hc.10106
The study focuses on the synthesis and chemical behavior of 5-chloro-1,2,4-thiadiazol-2-ium chlorides (salts 3), which are useful precursors to a variety of 6aλ4-thiapentalene systems. These salts were obtained by treating formimidoyl isothiocyanates (1) with an excess of methanesulfenyl chloride. The salts exhibited interesting chemical behavior towards several nitrogen and carbon nucleophiles, leading to the formation of diverse polyheterapentalene systems. Key chemicals used in the study include isothioureas, acetamide, p-toluidine, phenyl isothiocyanate, and active methylene compounds like methyl cyanoacetate and dimethyl malonate. These reagents served to displace the 5-chlorine atom of the salts, leading to the formation of various heterocyclic compounds such as 1H,6H-6aλ4-thia-1,3,4,6-tetraazapentalenes (7), 6H-6aλ4-thia-1-oxa-3,4,6-triazapentalene (9), and other thiapentalene derivatives. The study utilized IR and NMR spectroscopic data for structural assignments and received additional support from X-ray analysis of substrate 16a. The purpose of these chemicals was to explore the reactivity of the thiadiazolium salts and to synthesize new hypervalent sulfur compounds through nucleophilic substitution reactions.
10.1021/om040101w
The research investigates the synthesis, structure, and thermolysis reactions of various COT-coordinated diiron carbene complexes. The study involves the reaction of diiron cationic bridging carbyne complexes with different primary amines to form diiron Fischer-type carbene complexes. Key chemicals used include diiron cationic bridging carbyne complexes such as [Fe2(μ-CAr)(CO)4(η8-C8H8)]BF4 (with different Ar groups like C6H5, p-CH3C6H4, and p-CF3C6H4), p-methylaniline, and benzene. The thermolysis of these complexes under specific conditions (e.g., heating in benzene at 85-90 °C for 72 hours) leads to the formation of various products, including chelated diiron carbene complexes, C8 ring addition products, and C7 contraction ring products. The structures of some of these products are confirmed by X-ray diffraction studies. The research provides insights into the reactivity and transformation pathways of these complexes, highlighting the role of the COT ligand and the influence of different substituents on the reaction outcomes.
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