Novel 4-chloro-or-4-bromoresorcinol-based bicyclic phosphonates

Abstract

The reaction of 4-chloro- and 4-bromoresorcinol with 2-ethoxyvinylphosphonic acid dichloroanhydride has been investigated for the first time. It has been determined that the product of the reaction is the mixture of structural isomers of bicyclic phosphonates at the ratio of 9:1. The structure and composition of the compounds have been elucidated from ¹H, ³¹P, and ¹³C NMR spectroscopy, mass-spectrometry (MALDI-TOF), as well as elemental and X-ray analysis.     

Phosphorylation of oxyethylated resorcinol and calix[4]resorcinarene with P(III) acid amides

Abstract

Phosphorylation of 1,3-bis(2-hydroxyethoxy)benzene and octa(2-hydroxyethyl) calix[4]-resorcinarenes with P(III) acid amides and chloramides has been studied. It has been determined that the nature of phosphorous acid amides affects significantly the synthetic result of the reaction.     

The Theoretical and Experimental Investigation of the Halogencyclenes' Phosphorylation

The phosphorylation reactions of the oxygen- and nitrogen-containing halocyclenes--3,4-dichloro-5-hydroxyfuranone, 3,4-dichloro-5-substi- tuted pyrrolinon-2-ones and N-phenyl-4,5 dichloropyridazin-2-one by 3 -phosphorus compounds--trialkylphoshphites, triphenylphosphine, and some P-functionalized derivatives of the trivalent phosphorus are studied. The reactions' mechanisms are discussed; the possible and preferable reactions' routes and the relative thermodynamic stabilities of the products and intermediates are estimated via the quantum-chemical methods.     

Addition of Benzodioxahalogenophosphoranes to the Carbonyl Group: New Phosphoranes and their Reactivity

Abstract

Halogenophosphoranes catPX₃ (X = C1, Br) (3), catPBr₂Y [Y = CHF₂CF₂CH₂(4), F(5), OCH=CBr₂ (6), CN (7), cat = C₆H₄O₂-o] react with aldehydes containing electron-withdrawing groups (CZ₃CHO, Z = C1, Br) in solvent to form the products of insertion in P-X bond. The structure of compounds (12–15) and their diastereomeric composition were determined by the NMR ¹H, ¹³C, and ³¹P spectroscopy. Phosphoranes (8–11) disproportionate to PX₃ and cat₂POCHXCZ₃ (X, 2 = Br, Br; C1, Br) (16, 17). Dibromophosphoranes (4–7) and monobromophosphorane (3) are also added to the carbonyl group of CZ₃CHO to form unsymmetric P(V) derivatives catPBr(OCHBrCZ₃)Y (18, 19) and (16, 17, 20–25). The thermal behaviour of compounds (18, 19) was investigated.     

Synthesis of substituted ureas possessing alkyl aromatic fragments via the reaction of 1-(3,3-diethoxypropyl)ureas with phenols

In this article, we report the approach to the substituted ureas based on the reaction of 1-(3,3-diethoxypropyl)ureas with phenols. Depending on the nature of the phenol and urea the reaction leads either to diarylpropane and dibenzoxanthene derivatives or calixarenes. The proposed method benefits from mild reaction conditions, high product yields and operational simplicity.     

Archimedean-like colloidal tilings on substrates with decagonal and tetradecagonal symmetry

Two-dimensional colloidal suspensions subjected to laser interference patterns with decagonal symmetry can form an Archimedean-like tiling phase where rows of squares and triangles order aperiodically along one direction (J. Mikhael et al., Nature 454, 501 (2008)). In experiments as well as in Monte Carlo and Brownian dynamics simulations, we identify a similar phase when the laser field possesses tetradecagonal symmetry. We characterize the structure of both Archimedean-like tilings in detail and point out how the tilings differ from each other. Furthermore, we also estimate specific particle densities where the Archimedean-like tiling phases occur. Finally, using Brownian dynamics simulations we demonstrate how phasonic distortions of the decagonal laser field influence the Archimedean-like tiling. In particular, the domain size of the tiling can be enlarged by phasonic drifts and constant gradients in the phasonic displacement. We demonstrate that the latter occurs when the interfering laser beams are not ideally adjusted.     

Synthesis of New Diaryl(hetaryl)ethylphosphonic Acids

Russian Journal of General Chemistry - An original, new method for the synthesis of previously unknown diaryl(hetaryl)ethylphosphonic acids containing pharmacophoric fragments was developed as a...     

Reactions of Pyridoxal Derivatives with Phenyl Iso(thio)cyanates

Russian Journal of General Chemistry - The reaction of phenyl isocyanate with pyridoxal is carried out with the participation of hydroxymethyl and phenolic groups with the formation of dicarbamate...     

Practical and General Alcohol Deoxygenation Protocol

Herein, we describe a practical protocol for the removal of alcohol functional groups through reductive cleavage of their benzoate ester analogs. This transformation requires a strong single electron transfer (SET) reductant and a means to accelerate slow fragmentation following substrate reduction. To accomplish this, we developed a photocatalytic system that generates a potent reductant from formate salts alongside Brønsted or Lewis acids that promote fragmentation of the reduced intermediate. This deoxygenation procedure is effective across structurally and electronically diverse alcohols and enables a variety of difficult net transformations. This protocol requires no precautions to exclude air or moisture and remains efficient on multigram scale. Finally, the system can be adapted to a one-pot benzoylation-deoxygenation sequence to enable direct alcohol deletion. Mechanistic studies validate that the role of acidic additives is to promote the key C(sp³)−O bond fragmentation step.     

Polyimide Compounds For Post-Lithium Energy Storage Applications

The exploration of cathode and anode materials that enable reversible storage of mono and multivalent cations has driven extensive research on organic compounds. In this regard, polyimide (PI)-based electrodes have emerged as a promising avenue for the development of post-lithium energy storage systems. This review article provides a comprehensive summary of the syntheses, characterizations, and applications of PI compounds as electrode materials capable of hosting a wide range of cations. Furthermore, the review also delves into the advancements in PI based solid state batteries, PI-based separators, current collectors, and their effectiveness as polymeric binders. By highlighting the key findings in these areas, this review aims at contributing to the understanding and advancement of PI-based structures paving the way for the next generation of energy storage systems.