ArticleJournal of the American Chemical Society2021
Sterics and Hydrogen Bonding Control Stereochemistry and Self-Sorting in BINOL-Based Assemblies.
Article in Journal of the American Chemical Society, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- Role of Interlayer Expansion and Surface Chelation in Ternary NiCuAl Layered Double Hydroxides for Ultrahigh Capacity Dye Adsorption.Global challenges (Hoboken, NJ) · 2026Article
- Stereoselective Synthesis of Topologically Chiral Knots and Links: Synthesis and Applications.Molecules (Basel, Switzerland) · 2026Review
- Artificial Chiral Trinuclear Zn Catalysts: Design, Self-Assembly and Unprecedented Efficiency in Asymmetric Hydroboration of Ketones.ACS central science · 2025Article
- Chiral Aromatic Micelles as Chiroptical Host Tools for Large Metallodyes in Water.Journal of the American Chemical Society · 2025Article
- Understanding multicomponent low molecular weight gels from gelators to networks.Journal of advanced research · 2025Review
- Beyond symmetric self-assembly and effective molarity: unlocking functional enzyme mimics with robust organic cages.Beilstein journal of organic chemistry · 2025Article
- Solvent-Directed Social Chiral Self-Sorting in PdJournal of the American Chemical Society · 2024Article
- Key structural features to favour imines over hydrates in water: pyridoxal phosphate as a muse.Chemical science · 2024Article
- The sharp structural switch of covalent cages mediated by subtle variation of directing groups.Nature communications · 2023Article
- Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for ZnAngewandte Chemie (International ed. in English) · 2023Article
- Computational modeling to assist in the discovery of supramolecular materials.Annals of the New York Academy of Sciences · 2022Review
- Solvent Drives Switching between Λ and Δ Metal Center Stereochemistry of MJournal of the American Chemical Society · 2022Article
- Self-Sorting Governed by Chelate Cooperativity.Journal of the American Chemical Society · 2022Article
- Unlocking the computational design of metal-organic cages.Chemical communications (Cambridge, England) · 2022Review
- Heteroleptic metallosupramolecular aggregatesBeilstein journal of organic chemistry · 2022Review
Corrections and comments
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Authors and funding
7 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Here we demonstrate how the hydrogen-bonding ability of a BINOL-based dialdehyde subcomponent dictated the stereochemical outcome of its subsequent self-assembly into one diastereomeric helicate form when bearing free hydroxy groups, and another in the case of its methylated congener. The presence of methyl groups also altered the self-sorting behavior when mixed with another, short linear dialdehyde subcomponent, switching the outcome of the system from narcissistic to integrative self-sorting. In all cases, the axial chirality of the BINOL building block also dictated helicate metal center handedness during stereospecific self-assembly. A new family of stereochemically pure heteroleptic helicates were thus prepared using the new knowledge gained. We also found that switching from Fe
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