Diverse reactivity of maleimides in polymer science and beyond DOI Creative Commons
Bruce E. Kirkpatrick, Kristi S. Anseth, Tayler S. Hebner

и другие.

Polymer International, Год журнала: 2024, Номер 74(4), С. 296 - 306

Опубликована: Ноя. 5, 2024

Abstract Maleimides are remarkably versatile functional groups, capable of participating in homo‐ and copolymerizations, Diels–Alder (photo)cycloadditions, Michael additions, other reactions. Their reactivity has afforded materials ranging from polyimides with high upper service temperatures to hydrogels for regenerative medicine applications. Moreover, maleimides have proven be an enabling chemistry pharmaceutical development bioconjugation via straightforward modification cysteine residues. To exert spatiotemporal control over reactions maleimides, multiple approaches been developed photocage nucleophiles, dienes, dipoles. Additionally, further substitution the maleimide alkene (e.g. monohalo‐, dihalo‐, thio‐, amino‐ methyl‐maleimides, among substituents) confers tunable dynamicity, as well responsive mechanical optical properties. In this mini‐review, we highlight diverse functionality underscoring their notable impact polymer science. This moiety related heterocycles will play important role future innovations chemistry, biomedical, research. © 2024 The Author(s). Polymer International published by John Wiley & Sons Ltd on behalf Society Chemical Industry.

Язык: Английский

Assembly of Fluoranthenes via Cobalt-Catalyzed [2 + 2 + 2] Cycloaddition of 1,6-Diynes with Alkynes DOI
Jinhui Cai,

Kaili Cen,

Jiahao Wei

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Фев. 13, 2025

A series of polyaryl-substituted fluoranthenes is built in good to excellent yields via Earth-abundant metal-catalyzed [2 + 2+ 2] cycloaddition 1,6-diynes with alkynes developed. This method runs smoothly using a cheap catalytic system (CoI2/dppe/Zn) as the catalyst. Generally, this strategy exhibits low cost, high efficiency, atom economy, and functional group tolerance. Additionally, both terminal alkynes, especially heteroaryl-substituted acetylenes, internal alkyne, tolerate work. Furthermore, photophysical properties selected also investigated.

Язык: Английский

Процитировано

0

Synthesis of Polyaryl‐Substituted Azafluoranthenes via Co‐Catalyzed [2+2+2] Cycloaddition of 1,6‐Diynes with Nitriles DOI
Jinhui Cai,

Kaili Cen,

Ziyi Zhai

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Авг. 8, 2024

Abstract Herein, we demonstrate the synthesis of azafluoranthene derivatives under mild conditions via [2+2+2] cycloaddition 1,6‐diynes and nitriles catalyzed by CoBr 2 /dppp, exhibiting good atom economy. This procedure uses an inexpensive ligand earth‐abundant metal as catalyst to lower cost synthesis. Several azafluoranthenes are produced in 28–95% yields using this approach, featuring conditions, wide substrate scope, functional group tolerance. The fluorescence spectra some indicate that these scaffolds have photophysical properties for material science.

Язык: Английский

Процитировано

2

Diverse reactivity of maleimides in polymer science and beyond DOI Creative Commons
Bruce E. Kirkpatrick, Kristi S. Anseth, Tayler S. Hebner

и другие.

Polymer International, Год журнала: 2024, Номер 74(4), С. 296 - 306

Опубликована: Ноя. 5, 2024

Abstract Maleimides are remarkably versatile functional groups, capable of participating in homo‐ and copolymerizations, Diels–Alder (photo)cycloadditions, Michael additions, other reactions. Their reactivity has afforded materials ranging from polyimides with high upper service temperatures to hydrogels for regenerative medicine applications. Moreover, maleimides have proven be an enabling chemistry pharmaceutical development bioconjugation via straightforward modification cysteine residues. To exert spatiotemporal control over reactions maleimides, multiple approaches been developed photocage nucleophiles, dienes, dipoles. Additionally, further substitution the maleimide alkene (e.g. monohalo‐, dihalo‐, thio‐, amino‐ methyl‐maleimides, among substituents) confers tunable dynamicity, as well responsive mechanical optical properties. In this mini‐review, we highlight diverse functionality underscoring their notable impact polymer science. This moiety related heterocycles will play important role future innovations chemistry, biomedical, research. © 2024 The Author(s). Polymer International published by John Wiley & Sons Ltd on behalf Society Chemical Industry.

Язык: Английский

Процитировано

1