Post-functionalization of tritopic subphthalocyanines with C3v symmetry DOI
Elisa López-Serrano, Jorge Labella, Tomás Torres⊗

и другие.

Journal of Porphyrins and Phthalocyanines, Год журнала: 2025, Номер 29(03n04), С. 488 - 492

Опубликована: Март 5, 2025

The successful applications of subphthalocyanines (SubPcs) in the field molecular materials largely stem from their unique post-functionalization versatility, where regioisomerism and substitution patterns play critical roles. In this context, chiral tritopic [Formula: see text]- or text]-symmetric SubPcs, as well more symmetric hexatopic C 3v have been extensively explored. However, derivatives with symmetry represent an appealing yet underexplored family, combining lower density former simplified latter. Herein, we explore triimide-SubPcs. Specifically, synthesize a versatile synthon based on triimide-SubPcs equipped iodoaryl groups. These SubPcs exhibit high sensitivity under typical reaction conditions employed for cross-coupling reactions, including Suzuki, Sonogashira, Buchwald-Hartwig protocols. Nonetheless, optimize Stille conditions, enabling selective installation ethenyl ethynyl substituents aryl groups attached to imide nitrogen atoms. UV-Vis absorption spectroscopy theoretical calculations reveal that do not significantly alter electronic structure SubPc macrocycle. Collectively, study establishes pathway toward synthesis unexplored highly promising family expanding toolbox advanced materials.

Язык: Английский

Post-functionalization of tritopic subphthalocyanines with C3v symmetry DOI
Elisa López-Serrano, Jorge Labella, Tomás Torres⊗

и другие.

Journal of Porphyrins and Phthalocyanines, Год журнала: 2025, Номер 29(03n04), С. 488 - 492

Опубликована: Март 5, 2025

The successful applications of subphthalocyanines (SubPcs) in the field molecular materials largely stem from their unique post-functionalization versatility, where regioisomerism and substitution patterns play critical roles. In this context, chiral tritopic [Formula: see text]- or text]-symmetric SubPcs, as well more symmetric hexatopic C 3v have been extensively explored. However, derivatives with symmetry represent an appealing yet underexplored family, combining lower density former simplified latter. Herein, we explore triimide-SubPcs. Specifically, synthesize a versatile synthon based on triimide-SubPcs equipped iodoaryl groups. These SubPcs exhibit high sensitivity under typical reaction conditions employed for cross-coupling reactions, including Suzuki, Sonogashira, Buchwald-Hartwig protocols. Nonetheless, optimize Stille conditions, enabling selective installation ethenyl ethynyl substituents aryl groups attached to imide nitrogen atoms. UV-Vis absorption spectroscopy theoretical calculations reveal that do not significantly alter electronic structure SubPc macrocycle. Collectively, study establishes pathway toward synthesis unexplored highly promising family expanding toolbox advanced materials.

Язык: Английский

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