ArticleNature communications2022
Engineered non-covalent π interactions as key elements for chiral recognition.
Article in Nature communications, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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Who cites it
19 citing papers in PubMed, 86 citations in OpenAlex.
- Beyond a single structure: complementary IR and NMR signatures of multi-minima noncovalent binding.Chemical science · 2026Article
- Chalcogen-bonding-mediated chiral recognition and enantioenrichment of organoselenocyanates.Chemical science · 2026Article
- Precise Probing of Interfaces at the Single-Molecule Scale.Nanomaterials (Basel, Switzerland) · 2026Review
- Enantioselective synthesis of allylic boronates bearing a stereodefined (Organic chemistry frontiers : an international journal of organic chemistry · 2026Article
- Article
- Iridium catalyzed regiodivergent functionalization of all three C-H bonds of arenes by a single ligand.Nature communications · 2025Article
- Size and Polarizability as Design Principles for Stereoselective Catalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Review
- Noncovalent interaction-driven regio- and enantioselective hydroalkynylation of unactivated alkenes to access remote chiral nitriles.Science advances · 2025Article
- Unveiling the Power of Computational Tools in Chiral Liquid Chromatography.Molecules (Basel, Switzerland) · 2025Review
- Dietary flavonoids form supramolecular assemblies, alter biochemistry, and enhance cell resilience.Frontiers in nutrition · 2025Article
- Light-Up Fluorescence and Circularly Polarized Luminescence in Achiral Interlocked Framework via Adaptive Lone Pair-π Interaction Confinement.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- TKI type switching overcomes ROS1 L2086F in ROS1 fusion-positive cancers.NPJ precision oncology · 2024Article
- [1-(Anthracen-9-ylmeth-yl)-1,4,7,10-tetra-aza-cyclododeca-ne]chlorido-zinc(II) nitrate.IUCrData · 2024Article
- Recent Advances in π-Stacking Interaction-Controlled Asymmetric Synthesis.Molecules (Basel, Switzerland) · 2024Review
- Flexible and sewable electrode based on Ni-Co@PANI-salphen composite-coated on textiles for wearable supercapacitor.Scientific reports · 2023Article
- π-Stacking among the Anthracenyl Groups of a Copper Complex Resulted in Doubling of Unit Cell Volume To Provide New Polymorphs.ACS omega · 2023Article
- Bracelet-like Complexes of Lithium Fluoride with Aromatic Tetraamides, and Their Potential for LiF-Mediated Self-Assembly: A DFT Study.Molecules (Basel, Switzerland) · 2023Article
- Ligand-induced activation and G protein coupling of prostaglandin FNature communications · 2023Article
- A Cost Effective Scheme for the Highly Accurate Description of Intermolecular Binding in Large Complexes.International journal of molecular sciences · 2022Article
Corrections and comments
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Authors and funding
7 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Molecular recognition and self-assembly are often mediated by intermolecular forces involving aromatic π-systems. Despite the ubiquity of such interactions in biological systems and in the design of functional materials, the elusive nature of aromatic π interaction results in that they have been seldom used as a design element for promoting challenging chemical reactions. Described here is a well-engineered catalytic system into which non-covalent π interactions are directly incorporated. Enabled by a lone pair-π interaction and a π-π stacking interaction operating collectively, efficient chiral recognition is successfully achieved in the long-pursued dihydroxylation-based kinetic resolution. Density functional theory calculations shed light on the crucial role played by the lone pair-π interaction between the carbonyl oxygen of the cinchona alkaloid ligand and the electron-deficient phthalazine π moiety of the substrate in the stereoselectivity-determining transition states. This discovery serves as a proof-of-principle example showing how the weak non-covalent π interactions, if ingeniously designed, could be a powerful guide in attaining highly enantioselective catalysis.
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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.