The one-step synthetic strategy for the preparation of the hitherto unknown calixcarbazole from readily available starting materials is described. Calixcarbazole is obtained in 20% yield, and it could selectively bind the N(C2H5)4+ cation (tetraethylammonium, TEA) via cation-π interactions. The experimental and modeling results indicate that calixcarbazole possesses a larger π-cavity as well as a better chromophoric property than the traditional phenol-based macrocycles, and thus is capable of binding to and optically responding to the relatively large guest TEA.
ASJC Scopus subject areas
- Organic Chemistry