α-Amido sulphones have been used as useful starting materials in the preparation of C-chiral α-aminophosphonates and α-aminophosphonic acids. The developed methodology is based on a one-pot, base-catalysed in situ generation of an imine intermediate followed by addition of a phosphorus nucleophile. The presented protocol is simple and effective and can be applied to a variety of structurally diverse α-amido sulphones and phosphorus nucleophiles, leading to the desired pure products after simple crystallization in very good yields. Importantly, the use of H-phosphonate bearing a chiral auxiliary allows the reaction to be performed with high diastereoselectivity (a single diastereoisomer is generated and isolated) and the possibility of precise control of the configuration at the newly generated C-chiral centre.
We present a conceptually and experimentally simple strategy for eliminating the ECD-Raman effect via encapsulation of the nonpolar compound in micelles.
Novel copper(II) coordination compounds with hemiaminal N,O-donor ligands were obtained and synthesized in a one-pot reaction from three appropriate substrates (aldehyde, amine, and copper(II) chloride) in methanol. A dinuclear complex with a [Cu2Cl2(hemiaminal)2(amine)2] coordination mode was obtained. The complex consists of two five-coordinated central Cu(II) cations with square pyramidal geometry and Ci molecular symmetry. The hemiaminal oxygen atom forms a bridge between the two metallic centers, and that coordination bond is a factor stabilizing these hemiaminal moieties, generally regarded as unstable intermediates. We analyzed the energetic and physicochemical properties of the [Cu2Cl2(hemiaminal)2(amine)2] complex using density functional theory (DFT). First of all, we predicted the geometrical parameters, molecular electrostatic potential, HOMO and LUMO energies, and reactivity indices to indicate the free radical scavenging capacity. Based on the topological analysis of charge densities, we also characterized the properties of hydrogen bonds. Moreover, the antimicrobial properties of the complex were investigated, and it exhibited the highest activity against Gram-positive bacteria and Candida albicans.