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- Title
Calix[4]arene‐Based Triple‐Stranded Metallohelicate in Water.
- Authors
Morie, Masayuki; Sekiya, Ryo; Haino, Takeharu
- Abstract
The title complex is a triple‐stranded metallohelicate organized by the self‐assembly of 5,17‐difunctionalized calix[4]arenes and metal cations with octahedral coordination geometry. Due to hydrophilic triethylene glycol chains on the lower rim of the calix[4]arene, the metallohelicate can encapsulate cationic guests in water. NMR and UV‐vis titration experiments reveal that the metallohelicate captures a pyridinium guest with an alanine derivative to form a host‐guest complex with a host‐guest ratio of 1 : 1. CD spectroscopy confirms the bias of the P‐ and M‐helical sense of the metallohelicate by the captured guest. The metallohelicate captures two molecules of dicationic N,N'‐dimethyl‐DABCO and monocationic N‐methyl quinuclidine, exhibiting a positive allosteric effect. 1H NMR titration experiments indicate that the bound guests are in close proximately to the aromatic rings of the ligands. Molecular mechanics calculations based on the UV‐vis and NMR observations suggest that the first guest preorganizes the conformation of the metallohelicate to facilitate access of the second guest to the cavity.
- Subjects
SUPRAMOLECULAR chemistry; MOLECULAR recognition; WATER; ETHYLENE glycol; VOLUMETRIC analysis; ALANINE
- Publication
Chemistry - An Asian Journal, 2021, Vol 16, Issue 1, p49
- ISSN
1861-4728
- Publication type
Article
- DOI
10.1002/asia.202001154