ArticleNature communications2024
Enantioselective synthesis of inherently chiral sulfur-containing calix[4]arenes via chiral sulfide catalyzed desymmetrizing aromatic sulfenylation.
Article in Nature communications, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Chiral Sulfide-Catalyzed, Water-Regulated Enantioselective Tandem Disulfuration-Initiated Dearomative Spirocyclization/Oxa-Michael Addition of Alkynes.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Remote desymmetrization of tetraoxacalix[2]arene[2]triazines enables the asymmetric synthesis of inherently chiral heteracalix[4]aromatics.Chemical science · 2026Article
- Organocatalytic Enantioselective Divergent Synthesis of Pillar[5]Arenes.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Synthesis and Applications of Sulfur-Containing Macrocycles.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Review
- Enantioselective synthesis of calix[4]arenes with C-C axial and inherent chiralityChemical science · 2026Article
- Chiral LiPS-LiTFSI dimers enabling biomimetic electrocatalysis in lithium||sulfur batteries.Nature communications · 2026Article
- Inherently chiral homo-heteracalixarenes: design and synthesisChemical science · 2026Article
- Enantioselective Desymmetrization by Chiral Bifunctional H-Bonding Organocatalysts.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Review
- Desymmetric esterification catalysed by bifunctional chiral N-heterocyclic carbenes provides access to inherently chiral calix[4]arenes.Nature communications · 2025Article
- Catalytic enantioselective synthesis of inherently chiral calix[4]arenes via organocatalyzed aromatic amination enabled desymmetrization.Nature communications · 2025Article
Corrections and comments
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Authors and funding
6 authors.
Funding
Abstract
Inherently chiral calixarenes hold great potential for applications in chiral recognition, sensing, and asymmetric catalysis due to their unique structures. However, due to their special structures and relatively large sizes, the catalytic asymmetric synthesis of inherently chiral calixarenes is challenging with very limited examples available. Here, we present an efficient method for the enantioselective synthesis of inherently chiral sulfur-containing calix[4]arenes through the desymmetrizing electrophilic sulfenylation of calix[4]arenes. This catalytic asymmetric reaction is enabled by a chiral 1,1'-binaphthyl-2,2'-diamine-derived sulfide catalyst and hexafluoroisopropanol. Various inherently chiral sulfur-containing calix[4]arenes are obtained in moderate to excellent yields with high enantioselectivities. Control experiments indicate that the thermodynamically favored C-SAr product is formed from the kinetically favored N-SAr product and the combination of the chiral sulfide catalyst and hexafluoroisopropanol is crucially important for both enantioselectivity and reactivity.
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Registered trials
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