Aromatic Ring‐Fused Amidine Based Allosteric Receptors Activated by Guest‐Induced π‐Conjugation Switching
Abstract: Amidine‐substituted allosteric receptors 2 a and 2 b for benzenediols were synthesized. Receptor 2 a with five‐membered amidines exhibited greater allostericity than the amide‐substituted receptor 1, while 2 b with six‐membered amidines exhibited less allostericity. NMR titration experiments revealed that a significant enthalpic factor was involved in the allostericity of these receptors. X‐ray and DFT optimized structures of 2 a and 2 b revealed that 2 a adopted a coplanar conformation with π‐conjugation between the amidines and the phenylene ring of the hydrindacene framework, resulting in high allostericity due to inactivation of the initial binding.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Aromatic Ring‐Fused Amidine Based Allosteric Receptors Activated by Guest‐Induced π‐Conjugation Switching ; day:17 ; month:11 ; year:2024 ; extent:10
ChemPlusChem ; (17.11.2024) (gesamt 10)
- Creator
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Kataoka, Takayuki
Matsumura, Kotaro
Ono, Kosuke
Tsuchido, Yoshitaka
Kawai, Hidetoshi
- DOI
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10.1002/cplu.202400612
- URN
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urn:nbn:de:101:1-2411181317441.581824816550
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:27 AM CEST
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Associated
- Kataoka, Takayuki
- Matsumura, Kotaro
- Ono, Kosuke
- Tsuchido, Yoshitaka
- Kawai, Hidetoshi
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