Aza-Michael Addition–Fragmentation Ring-Opening Polymerization DOI
Dan Huang,

Zhen Zhu,

Derong Cao

и другие.

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Май 20, 2025

Cleaving the C(sp3)-N bonds in unstrained cyclic monomers for ring-opening polymerization remains a formidable challenge polymer chemistry. Here, we report novel strategy that integrates cascade aza-Michael/retro-aza Michael reaction with chain growth mechanism. For first time, this approach cleaves bond less-strained under ambient conditions, yielding cinnamate-containing polyamines controlled molecular weight, narrow dispersity, and unexpected cis-stereoselectivity. A linear relationship between number-average weight conversion, high chain-end fidelity, efficient extension proved excellent control over process. In addition, density functional theory calculations were conducted to clarify origin of observed stereoselectivity. The versatility was further demonstrated through copolymerization aziridine synthesis sequence-controlled polymers. This protocol provides new C-N cleavage pattern would lead more useful synthetic pathway polymers main-chain functionalities.

Язык: Английский

Monomer Design Enables Mechanistic Mapping of Anionic Ring‐Opening Polymerization of Aromatic Thionolactones DOI Open Access

Shaoqiu Zheng,

Shusen Chen,

Yangyang Li

и другие.

Angewandte Chemie International Edition, Год журнала: 2025, Номер unknown

Опубликована: Янв. 22, 2025

Degradable chalcogenide polyesters, e.g., polythioesters (PTEs), typically exhibit improved thermal, mechanical, and optical properties. Anionic ring-opening polymerization (ROP) of thionolactones, an intrinsically promising yet underexplored approach to accessing PTEs, however, is still limited by: intolerance metal catalysts, inadequate control over chain growth, the absence aromatic system. Monomer design-boosted mechanistic studies may address above challenges. Here, we present a new highly reactive thionolactone synthesized from 1,1'-binaphthyl-2,2'-diol (BINOL). Our investigations into kinetics thermodynamics have underscored importance rapid initiation, eventually leading discovery tetrabutylammonium 2-naphthyl-thiocarboxylate as distinctive initiator that enables genuinely controlled living thionolactones. Ultimately, atropisomerism inherent in BINOL has resulted creation axially chiral PTE materials with tailored molecular weights, enantiomeric compositions, topologies.

Язык: Английский

Процитировано

0

Monomer Design Enables Mechanistic Mapping of Anionic Ring‐Opening Polymerization of Aromatic Thionolactones DOI Open Access

Shaoqiu Zheng,

Shusen Chen,

Yangyang Li

и другие.

Angewandte Chemie, Год журнала: 2025, Номер unknown

Опубликована: Янв. 22, 2025

Abstract Degradable chalcogenide polyesters, e.g., polythioesters (PTEs), typically exhibit improved thermal, mechanical, and optical properties. Anionic ring‐opening polymerization (ROP) of thionolactones, an intrinsically promising yet underexplored approach to accessing PTEs, however, is still limited by: intolerance metal catalysts, inadequate control over chain growth, the absence aromatic system. Monomer design‐boosted mechanistic studies may address above challenges. Here, we present a new highly reactive thionolactone synthesized from 1,1′‐binaphthyl‐2,2′‐diol (BINOL). Our investigations into kinetics thermodynamics have underscored importance rapid initiation, eventually leading discovery tetrabutylammonium 2‐naphthyl‐thiocarboxylate as distinctive initiator that enables genuinely controlled living thionolactones. Ultimately, atropisomerism inherent in BINOL has resulted creation axially chiral PTE materials with tailored molecular weights, enantiomeric compositions, topologies.

Язык: Английский

Процитировано

0

Degradable Polydithioacetals with Adjustable Mechanical Properties and Insights into Entropy-Driven Ring-Opening Polymerization DOI

Asiyah Kassim,

Lasith S. Kariyawasam, Ying Yang

и другие.

Macromolecules, Год журнала: 2025, Номер unknown

Опубликована: Март 17, 2025

Язык: Английский

Процитировано

0

Diastereoselective Formal [3+3] Cascade Cyclization towards Fused 4‐Fluoroalkylated 3,4‐Dihydro‐2H‐pyrans via Copper Catalysis DOI

Weigao Hu,

Jiawen Yin,

Zhiyong Li

и другие.

Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 25, 2025

Comprehensive Summary The cycloaddition and annulation reactions offer a powerful method toward various important substituted 3,4‐dihydro‐2 H ‐pyran architectures. Nevertheless, the transformation for preparing fused‐polycyclic ones still remains challenging yet highly desirable until now. Herein, we report novel formal [3+3] cascade cyclization reaction to provide lactam‐fused 4‐fluoroalkylated 3,4‐dihydropyran skeletons bearing three contiguous tertiary carbon centers via copper catalysis. Of note, these annulations proceeded in an exclusively diastereoselective manner through successive inert C(sp 2 )‐Cl 3 )‐H functionalization, which exhibited site‐selectivity stereoselectivity. Additionally, evaluations on biological activities of obtained products revealed that several display inhibitory activity against Siha H1975 cancer cell lines.

Язык: Английский

Процитировано

0

Adrinogenic Colon Cancer Treatment Using Poly (β-Amino Esters) (PBAEs): Mechanistic Insights, Advanced Utilization Approaches, and Future Directions DOI

Shridhar Thorat,

Sankha Bhattacharya

Journal of Macromolecular Science Part B, Год журнала: 2025, Номер unknown, С. 1 - 17

Опубликована: Апрель 27, 2025

Язык: Английский

Процитировано

0

Dye-Sensitized Lanthanide-Doped Upconversion Nanoprobes for Homocysteine Sensing in Human Serum and Living Cells via a Spatial Optimization Strategy DOI
Zihang Zhang, Zuo‐Qin Liang, Sai Xu

и другие.

Journal of Materials Chemistry B, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A dye-sensitized upconversion nanoprobe was developed for the specific detection of Hcy. It exhibits excellent sensitivity and rapid response has been applied to quantitative Hcy in serum as well cell-specific imaging.

Язык: Английский

Процитировано

0

Aza-Michael Addition–Fragmentation Ring-Opening Polymerization DOI
Dan Huang,

Zhen Zhu,

Derong Cao

и другие.

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Май 20, 2025

Cleaving the C(sp3)-N bonds in unstrained cyclic monomers for ring-opening polymerization remains a formidable challenge polymer chemistry. Here, we report novel strategy that integrates cascade aza-Michael/retro-aza Michael reaction with chain growth mechanism. For first time, this approach cleaves bond less-strained under ambient conditions, yielding cinnamate-containing polyamines controlled molecular weight, narrow dispersity, and unexpected cis-stereoselectivity. A linear relationship between number-average weight conversion, high chain-end fidelity, efficient extension proved excellent control over process. In addition, density functional theory calculations were conducted to clarify origin of observed stereoselectivity. The versatility was further demonstrated through copolymerization aziridine synthesis sequence-controlled polymers. This protocol provides new C-N cleavage pattern would lead more useful synthetic pathway polymers main-chain functionalities.

Язык: Английский

Процитировано

0