ArticleJournal of the American Chemical Society2022
Preparation, Supramolecular Organization, and On-Surface Reactivity of Enantiopure Subphthalocyanines: From Bulk to 2D-Polymerization.
Article in Journal of the American Chemical Society, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Toposelective on-surface synthesis of curved π-extended oligomers based on bowl-shaped aromatics.Chemical science · 2026Article
- Subphthalocyanine Platform for Single-Molecule Machines on Surface: Ligand-Directed Adsorption on Au(111).ACS nano · 2026Article
- Progress on quantum transport engineering in atomically precise anisotropic nanoporous graphene.Nanoscale advances · 2025Review
- The key role of chirality and peripheral substitution in the columnar organization of bowl-shaped subphthalocyanines.Chemical science · 2024Article
- Recent progress in on-surface synthesis of nanoporous graphene materials.Communications chemistry · 2024Review
- Bulking Up the Bay-Position Substituents Enables Enhanced Selectivity ofPrecision chemistry · 2024Article
- Subphthalocyanine-flipper dyads for selective membrane staining.Physical chemistry chemical physics : PCCP · 2024Article
- Easily processable spin filters: exploring the chiral induced spin selectivity of bowl-shaped chiral subphthalocyanines.Chemical science · 2023Article
- Concentration-modulated global organizational chirality at the liquid/solid interface.Chemical science · 2023Article
Corrections and comments
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Authors and funding
7 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The development of chiral materials is severely limited by the challenge to achieve enantiopure derivatives with both configurational stability and good optoelectronic properties. Herein we demonstrate that enantiopure subphthalocyanines (SubPcs) fulfill such demanding requirements and bear the prospect of becoming components of chiral technologies. Particularly, we describe the synthesis of enantiopure SubPcs and assess the impact of chirality on aspects as fundamental as the supramolecular organization, the behavior in contact with metallic surfaces, and the on-surface reactivity and polymerization. We find that enantiopure SubPcs remarkably tend to organize in columnar polar assemblies at the solid state and highly ordered chiral superstructures on Au(111) surfaces. At the metal interface, such SubPcs are singled out by scanning tunneling microscopy. DFT calculations suggest that SubPcs undergo a bowl-to-bowl inversion that was shown to be dependent on the axial substituent. Finally, we polymerize by means of on-surface synthesis a highly regular 2D, porous and chiral, π-extended polymer that paves the way to future nanodevice fabrication.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.