N.D. Zelinsky Institute of Organic Chemistry

Cyclobutadiene (and Its Higher Homologues) Complexes of the s-, p-, d-, and f-Block Elements

Abstract Square-planar triplet cyclobutadiene is intrinsically unstable, given its four π-electron configuration leading to unavoidable antiaromatic destabilization. One effective way to stabilize cyclobutadiene is through its incorporation into the coordination sphere of an elem...

A Janus Aglycone-Based Divergent Strategy for the Synthesis of the PGL-I Epitopes Ready for Conjugation

Abstract An efficient synthesis of epitopes of PGL-I glycolipids of Mycobacterium leprae was achieved using the 4-methoxyphenyl (MP) group as dual-mode Janus aglycone. Cleavage of the MP aglycone in a disaccharide gave a hemiacetal precursor of the glycosyl donor that was used fo...

Modular Synthesis of O-Containing Mono- and Dispiro-Scaffolds: From Simple Alkenes to Targeted Functionalization of Natural Products

Abstract We report an efficient and modular synthetic platform for the assembly of structurally diverse O-containing mono- and dispirocycles, leveraging the Zr-catalyzed cycloalumination of alkenes (Dzhemilev reaction) as the key complexity-generating step. This strategy involves...

Synergy of Phenylsilsesquioxane and Pyridylpyrazolate Ligands in Hexacopper Cages: Approach to Catalytic Toluene Oxidation

Abstract Cage-like Cu6M2 (M = Li or Na) complexes, containing two pairs of ligands, Si5-cyclic silsesquioxanes and pyrazolylpyridines, have been obtained. Two central (Cu···Cu···Cu···M) tetramers are sandwiched by Si ligands, while pyrazolylpyridines behave simultaneously in chel...

The Computational Study of the Mechanism of the Acid-Promoted Pyranoside-into-Furanoside Rearrangement

The pyranoside-into-furanoside (PIF) rearrangement is an uncommon but important process in carbohydrate chemistry. The quantum chemical investigation of the driving force of the recently discovered TfOH-catalyzed ring contraction revealed that it stemmed from the π–π interactions...

Synthesis of Bispidine–Isoxazolidine-Fused Multicyclic Scaffolds via Nitrone [3+2] Cycloaddition: Toward “Hetero-Lupine Alkaloids”

Abstract We present a highly efficient strategy for the assembly of bispidine–isoxazolidine-fused multicyclic structures via [3+2] cycloaddition of alkenes to a nitrone-functionalized bispidine framework. The reaction smoothly delivers diverse hybrid heterocycles featuring comple...

4-Oxo-7-Halosubstituted Phenanthroline Diamides Bifunctional Reactivity: A Synthetic Pathway to Unsymmetrical Polydentate Ligands

An efficient approach to unsymmetrical 1,10-phenanthroline-2,9-dicarboxamides based on the bifunctional reactivity of 4-oxo-7-haloderivatives is reported. These substrates exhibit orthogonal reactivity, enabling selective nucleophilic aromatic substitution at the C7 position alon...

α-Phosphonocinnamates and Coumarin-3-phosphonates: A Survey of Synthetic Methods

This review summarizes the methods for the synthesis of α-phosphonocinnamates and their heterocyclic analogs, which have found important applications in materials chemistry, as convenient building blocks in organic synthesis and in other areas of science and technology. Five comp...

Role of Nickel Migration from Carbon Nanofibers Support to Active Phase in Tuning MoS2 Catalysts for Syngas Conversion to Higher Alcohols

Abstract The role of nickel migration from carbon nanofiber (CNF) supports to the active MoS2 phase was systematically investigated for higher alcohol synthesis (HAS) from syngas. A series of K-promoted MoS2 catalysts with varying nickel loadings (0–5 wt %) was prepared on CNF su...