Advancement in Synthetic Strategies of Phosphorus Heterocycles: Recent Progress from Synthesis to Emerging Class of Optoelectronic Materials

The Chemical Record, Journal Year: 2024, Volume and Issue: 24(8)

Published: Aug. 1, 2024

Organophosphorus heterocycles have long been acknowledged for their significant potential across diverse fields, including catalysis, material science, and drug development. Incorporating phosphorus functionalities into organic compounds offers a means to effectively tailor medicinal properties, augment biological responses, enhance selectivity bioavailability. The distinctive physical photoelectric characteristics of phosphorus-containing conjugated garnered considerable interest as promising materials optoelectronics. These find extensive utility in various applications such light-emitting diodes, photovoltaic cells, phosphole-based fluorophores, semiconductors.

Language: Английский

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Synthesis of Chalcogen-Substituted Phosphiranes: A Privileged Phosphinidene Precursor

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 10, 2025

A simple and convenient method for synthesizing chalcogen-substituted (Ch = S or Se) phosphiranes was achieved through the reaction of a phosphiranide complex with sulfur (or selenium). The presented approach shows good functional group compatibility. ring strain stability lone pair on phosphinidenes enable these to be privileged phosphinidene precursors. synthetic potentials were demonstrated P-S (Se) bond transfer reactions various trapping reagents.

Language: Английский

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A Tandem Route toward Isoxazolidine Fused Phospholene Skeleton Involving Dearomative [3+2] Cycloaddition of P‐Heteroarenes and Nitrones

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 19, 2025

Comprehensive Summary The demands for effective assembly of structurally complex molecular scaffolds from simple starting materials are continuously growing along with the development organic chemistry. We have developed a tandem approach that assembles β ‐chloroethylphosphane, alkynyl imines (or ketones), and nitrones into isoxazolidine fused phospholene through sequential process involving phospha‐Michael addition, intramolecular cyclization, dearomatizing [3+2] cycloaddition reactions. isoxazolidine‐fused has three heteroatoms, including junction phosphorus atom. After removing coordinated tungsten group, these compounds can serve as potential P‐stereogenic ligands may biological activities. Contrary to pyrroles furans, aromatic 2‐phosphapyrroles 2‐phosphafurans good 2π‐electron candidates in dearomative reactions due poor overlap 2p‐3p orbitals C=P moiety.

Language: Английский

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Recent synthesis of 1,2- and 2,3-dihydrophosphetes

Chemistry of Heterocyclic Compounds, Journal Year: 2025, Volume and Issue: unknown

Published: June 2, 2025

Language: Английский

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Phosphirane-Enabled Synthesis of Aromatic 1H-1,2-Azaphospholes and Phosphinines

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 6, 2024

Aromatic heteroarenes are essential components of numerous valuable molecules. Herein we present a simple and effective route to access aromatic 1H-1,2-azaphospholes phosphinines. This method utilizes the ring tension phosphiranes convert β-chloroethylphosphane alkynyl imines into these compounds. The nucleophilic addition phosphiranide complex results in 3, which transform under mild conditions. skeletal editing 1,2-azaphospholes phosphinine derivatives was accomplished through cascade process involving [4 + 2] cycloaddition elimination nitrogen moiety.

Language: Английский

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