Synthetic Approaches Toward Phosphorus-Containing BODIPY and Squaraine Dyes: Enhancing Versatility of Small-Molecule Fluorophores DOI Creative Commons

Jeanne M. Favret,

Sergei V. Dzyuba

Molecules, Journal Year: 2024, Volume and Issue: 30(1), P. 116 - 116

Published: Dec. 31, 2024

Phosphorus-containing fluorophores provide a versatile framework for tailoring photophysical properties, enabling the design of advanced fluorogenic materials various applications. Boron dipyrromethene (BODIPY) and squaraine dyes are interest due to their multifaceted modularity synthetic accessibility. Incorporating phosphorus-based functional groups into BODIPY or scaffolds has been achieved through plethora methods, including post-dye assembly functionalization. These modifications often influence key spectroscopic properties molecular functionality by expanding utility in bioimaging, sensing, photosensitization, theranostic By leveraging tunable nature phosphorus-containing moieties, these hold immense promise addressing current challenges spectroscopy, imaging, material designs while unlocking new opportunities systems chemistry, biology, medicine.

Language: Английский

Phosphole-Based Fluorescent Biomaterials for Imaging and Therapy DOI Creative Commons

Zeyan Zhuang,

Jianqing Li, Ben Zhong Tang

et al.

Chemical & Biomedical Imaging, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 14, 2025

Language: Английский

Citations

1
Exploring chiral and achiral properties of novel multilayer 3D polymers: synthesis and characterization DOI Creative Commons
Sai Zhang, Qingzheng Xu,

Xiuyuan Qin

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(5), P. 3227 - 3236

Published: Jan. 1, 2025

This study reports the novel synthesis of multilayered 3D polymers via 1,3,5-position coupling 1,3,5-tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene with 1,8-dibronaphthalene, a previously unreported method.

Language: Английский

Citations

0
Cu/Ag-Mediated Three-Component Synthesis of Dibenzophosphole under Mild Conditions DOI
Zhibin Wang,

Yaling Tian,

Yao Chai

et al.

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

Published: March 26, 2025

We report a one-pot, three-component synthesis of dibenzophosphole under mild conditions, facilitated by copper–silver bimetallic system. This method employs readily available cyclic diaryliodonium salts as arylation reagents and sodium phosphaethynolate (NaOCP) phosphorus source, eliminating the need for lithium energy-intensive chlorophosphines. The resulting derivatives exhibit strong fluorescence, highlighting their potential fluorescent materials.

Language: Английский

Citations

0
A Straightforward Approach Towards Phosphadecalones by Microwave-Assisted Diels–Alder Reaction DOI Creative Commons
Elżbieta Łastawiecka, A.E. Kozioł, K. Michał Pietrusiewicz

et al.

Molecules, Journal Year: 2025, Volume and Issue: 30(11), P. 2338 - 2338

Published: May 27, 2025

A stereoselective and scalable strategy for the synthesis of phosphorus-containing bicyclic tricyclic compounds from 1-phenylphosphin-2-en-4-one 1-oxide is presented. This activated dienophile, available in both racemic enantiopure forms, undergoes smooth [4+2] cycloadditions with acyclic cyclic dienes, affording products excellent yields controlled stereochemistry. Notably, cis/trans-fusion cycloadducts (phosphadecalones phosphahexahydrochrysene) can be selectively by fine-tuning conditions microwave-assisted cycloaddition reaction. The influence temperature, time, steric effects on cis/trans endo/exo selectivity was examined detail. molecular structure, including absolute configuration, eight has been determined X-ray crystallography. These analyses further established endo-selective nature cycloaddition, favoring P=O face dienophile. Post-cycloaddition transformations selected P-stereogenic phosphadecalone, such as isomerization, reduction deoxygenation, demonstrate synthetic versatility resulting products.

Language: Английский

Citations

0
Palladium-Catalyzed Coupling of Aryl Chlorides with Secondary Phosphines to Construct Unsymmetrical Tertiary Phosphines DOI
Yuxuan Xiao, Xun Yang, Haiyan Li

et al.

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

Published: Nov. 29, 2024

The functionalization of the C-Cl bond in unactivated aryl chlorides under mild conditions presents a significant challenge. We disclose general protocol for constructing both partially and entirely unsymmetrical tertiary phosphines through Pd/keYPhos-catalyzed coupling with secondary conditions. reaction exhibits excellent functional group tolerance broad substrate scopes. Furthermore, rapid synthesis ligands luminescent compound sTPPs, alongside gram-scale systhesis, demonstrates practical applicability this method.

Language: Английский

Citations

2
Synthetic Approaches Toward Phosphorus-Containing BODIPY and Squaraine Dyes: Enhancing Versatility of Small-Molecule Fluorophores DOI Creative Commons

Jeanne M. Favret,

Sergei V. Dzyuba

Molecules, Journal Year: 2024, Volume and Issue: 30(1), P. 116 - 116

Published: Dec. 31, 2024

Phosphorus-containing fluorophores provide a versatile framework for tailoring photophysical properties, enabling the design of advanced fluorogenic materials various applications. Boron dipyrromethene (BODIPY) and squaraine dyes are interest due to their multifaceted modularity synthetic accessibility. Incorporating phosphorus-based functional groups into BODIPY or scaffolds has been achieved through plethora methods, including post-dye assembly functionalization. These modifications often influence key spectroscopic properties molecular functionality by expanding utility in bioimaging, sensing, photosensitization, theranostic By leveraging tunable nature phosphorus-containing moieties, these hold immense promise addressing current challenges spectroscopy, imaging, material designs while unlocking new opportunities systems chemistry, biology, medicine.

Language: Английский

Citations

1