Enantioselective Synthesis of Inherently Chiral Pillar[5]Arenes Through Copper‐Catalyzed Azide–Alkyne Cycloaddition

Angewandte Chemie, Journal Year: 2025, Volume and Issue: unknown

Published: March 11, 2025

Abstract Pillar[n]arenes have been extensively investigated as carrier materials for applications in host‐guest chemistry, nanoscience, information science, and other domains. Despite its success, the enantioselective synthesis of pillar[n]arenes is challenging has not yet achieved. Herein, a novel asymmetric extended side‐arm strategy presented synthesizing chiral pillar[5]arenes through an iterative copper‐catalyzed azide–alkyne cycloaddition reaction. An increase steric hindrance on both sides macrocyclic molecule efficiently produced wide range high yields with excellent enantioselectivities. Moreover, this principle enables to enantioselectively functionalized different triazoles using one‐pot process.

Language: Английский

Enantioselective Synthesis of Inherently Chiral Pillar[5]Arenes Through Copper‐Catalyzed Azide–Alkyne Cycloaddition

Angewandte Chemie International Edition, Journal Year: 2025, Volume and Issue: unknown

Published: March 11, 2025

Pillar[n]arenes have been extensively investigated as carrier materials for applications in host-guest chemistry, nanoscience, information science, and other domains. Despite its success, the enantioselective synthesis of pillar[n]arenes is challenging has not yet achieved. Herein, we present a novel asymmetric extended side-arm strategy synthesizing chiral pillar[5]arenes through an iterative copper-catalyzed azide-alkyne cycloaddition reaction. An increase steric hindrance on both sides macrocyclic molecule efficiently produced wide range high yields with excellent enantioselectivities. Moreover, this principle enables to enantioselectively functionalized different triazoles using one-pot process.

Language: Английский