ReviewBeilstein journal of organic chemistry2019
Molecular recognition using tetralactam macrocycles with parallel aromatic sidewalls.
Review in Beilstein journal of organic chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Synthetic Approaches Toward Phosphorus-Containing BODIPY and Squaraine Dyes: Enhancing Versatility of Small-Molecule Fluorophores.Molecules (Basel, Switzerland) · 2024Review
- Conjugated bis(enaminones) as effective templates for rotaxane assembly and their post-synthetic modifications.Communications chemistry · 2024Article
- Construction of a pillar[5]arene-based supramolecular chiral polymer linked to aminophosphine salt for chiral recognition of enantiomers of mandelic acid.RSC advances · 2024Article
- Anthracene-Walled Acyclic CB[n] Receptors: in vitro and in vivo Binding Properties toward Drugs of Abuse.ChemMedChem · 2022Article
- Synthesis and Guest-Binding Properties of pH/Reduction Dual-Responsive Cyclophane Dimer.Molecules (Basel, Switzerland) · 2021Article
- Tuning Anion-Binding Properties of 22-Membered Unclosed Cryptands by Structural Modification of the Lariat Arm.ACS omega · 2020Article
- Supramolecular optimization of the visual contrast for colorimetric indicator assays that release resorufin dye.Chemical communications (Cambridge, England) · 2020Article
- 2,3-Dibutoxynaphthalene-based tetralactam macrocycles for recognizing precious metal chloride complexes.Beilstein journal of organic chemistry · 2019Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
2 authors.
Funding
Abstract
This review summarizes the supramolecular properties of tetralactam macrocycles that have parallel aromatic sidewalls and four NH residues directed into the macrocyclic cavity. These macrocycles are versatile hosts for a large number of different guest structures in water and organic solvents, and they are well-suited for a range of supramolecular applications. The macrocyclic cavity contains a mixture of polar functional groups and non-polar surfaces which is reminiscent of the amphiphilic binding pockets within many proteins. In water, the aromatic surfaces in the tetralactam cavity drive high affinity due the hydrophobic effect and the NH groups provide secondary interactions that induce binding selectivity. In organic solvents, the supramolecular factors are reversed; the polar NH groups drive high affinity and the aromatic surfaces provide the secondary interactions. In addition to an amphiphilic cavity, macrocyclic tetralactams exhibit conformational flexibility, and the combination of properties enables them to be effective hosts for a wide range of guest molecules including organic biscarbonyl derivatives, near-infrared dyes, acenes, precious metal halide complexes, trimethylammonium ion-pairs, and saccharides.
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Registered trials
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