ArticleChemistry (Weinheim an der Bergstrasse, Germany)2024
Chiral Induction of a Tetrakis(porphyrin) in Various Chiral Solvents.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
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2 citing papers in PubMed.
- Designing Tailored Molecular Cavities Using Calix[5]arenes as Building Blocks.Chemical record (New York, N.Y.) · 2026Article
- Chiral Induction of a Tetrakis(porphyrin) in Various Chiral Solvents.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
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4 authors.
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Abstract
Non-covalent interactions offer an alternative way for developing stimulus-responsive materials such as sensors, machines, and drug-delivery systems. We recently reported that a urethane-equipped tetrakis(porphyrin) forms one-handed helical supramolecular polymers in solution in response to chirality of chiral solvents. Conformational changes in helical sense were detected using circular dichroism (CD) spectroscopy, which showed that the tetrakis(porphyrin) can possibly be used as a sensor for determining the enantiomeric excess of a chiral analyte. Hence, we studied the scope and limitations of the chiral-induction behavior of tetrakis(porphyrin) to deepen the understanding of tetrakis(porphyrin)-based chiral sensing systems. Herein, we report the chiral-induction behavior of tetrakis(porphyrin) in various chiral solvents, which was found to be CD-active in many chiral solvents. Notably, the tetrakis(porphyrin) was CD active in a cryptochiral molecular solvent, which is exciting because the chiralities of acyclic saturated hydrocarbons are hard to sense. Consequently, this study highlights the potential advantages of supramolecular chiral sensors capable of targeting a wide range of analytes, including molecules that are absorption-silent in the UV/vis region, ones devoid of anchoring functional groups, and acyclic, saturated hydrocarbons.
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