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Stereoselective synthesis and optical resolution of chiral calix[4]arenes with mixed ligating functionalities |
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| Authors: | Sebastiano Pappalardo Salvatore Caccamese Luigi Giunta |
| Affiliation: | Dipartimento di Scienze Chimiche, Università di Catania, viale A. Doria 8, 95125 Catania, Italy |
| Abstract: | Exhaustive alkylation of syn-proximal bis[(2-pyridylmethyl)oxy]calix[4]arene 1 with t-butyl bromoacetate or 2-(chloromethyl)quinoline hydrochloride in the presence of Cs2CO3 affords selectively a new type of inherently chiral calix[4]arenes 2a,b in the partial cone conformation. (±) 2b has been resolved into its optical antipodes by an HPLC method. |
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