Synfacts, Journal Year: 2024, Volume and Issue: 20(07), P. 0722 - 0722
Published: June 14, 2024
Key words palladium catalysis - coupling polyarenes carbenes
Language: Английский
Chemical Reviews, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 10, 2025
N-Sulfonyl hydrazones have been extensively used as operationally safe carbene precursors in modern organic synthesis due to their ready availability, facile functionalization, and environmental benignity. Over the past two decades, there has tremendous progress chemistry of N-sulfonyl presence transition metal catalysts, under metal-free conditions, or using photocatalysts photoirradiation conditions. Many transfer reactions are unique cannot be achieved by any alternative methods. The discovery novel development highly enantioselective new skeletal editing represent notable recent achievements hydrazones. This review describes overall made hydrazones, organized based on reaction types, spotlighting current state-of-the-art remaining challenges addressed future. Special emphasis is devoted identifying, describing, comparing scope limitations methodologies, key mechanistic scenarios, potential applications complex molecules.
Language: Английский
Citations
3
Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)
Published: March 10, 2025
Pillar[n]arenes have broad applications in biological medicine, materials science, and supramolecular gels. Notably, enantiopure pillar[5]arenes are valued for their roles enantioselective host–guest recognition, chiral sensing, asymmetric catalysis, related fields. Current methods obtaining pillar[n]arenes rely heavily on resolution agents or HPLC resolution. However, the synthesis of these compounds via catalysis remains challenging. In this study, we develop an extended side-arm Suzuki–Miyaura cross-coupling strategy to construct inherently with excellent yields high enantioselectivities using a palladium catalyst Sadphos ligand. The reaction scope extends beyond arylboronic acids encompass 2-arylvinylboronic other multi-OTf-substituted substrates, all efficiently producing desired products. Further exploration synthetic applications, along photophysical chiroptical analyses, confirm potential diverse across multiple disciplines. Enantiopure recognition but current Here, authors pillar[5]arenes.
Language: Английский
Citations
1
Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)
Published: Oct. 1, 2024
Language: Английский
Citations
4
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
Citations
0
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
Citations
0
Organic Letters, Journal Year: 2025, Volume and Issue: unknown
Published: April 15, 2025
A rhodium-catalyzed enantioselective C-H germylation reaction was developed, enabling the synthesis of germepin derivatives with diverse substitutions. This study represents a rare application E-H/C-H (E = Si or Ge) dehydrogenation coupling reactions in synthesizing inherently chiral molecules, marking first successful seven-membered heterocycles containing group 14 elements. Compared to their structurally analogous tribenzosilepins, tribenzogermepins exhibit enhanced stereochemical stability under conditions. Furthermore, compatibility Si-H bond identical conditions highlights distinct reactivity and Ge-H bonds.
Language: Английский
Citations
0
The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: April 17, 2025
Compared to smaller or larger rings, seven- and eight-membered carbo- heterocycles are typically nonplanar exhibit greater conformational rigidity. This property alone can impart chirality certain 7- 8-membered ring systems. Herein, we summarize recent achievements in the enantioselective synthesis of this class inherently chiral medium including both construction modification, as well applications ligands catalysts derived from these rigid cyclic scaffolds asymmetric catalysis.
Language: Английский
Citations
0
Synfacts, Journal Year: 2024, Volume and Issue: 20(07), P. 0722 - 0722
Published: June 14, 2024
Key words palladium catalysis - coupling polyarenes carbenes
Language: Английский
Citations
0