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Synthesis and topology of [2+2] calix[4]resorcarene-based chiral cavitand-salen macrocycles
Authors:Andrea Pappalardo  Maria E. Amato  Francesco P. Ballistreri  Anna Notti  Gaetano A. Tomaselli  Rosa M. Toscano  Giuseppe Trusso Sfrazzetto
Affiliation:1. Dipartimento di Scienze Chimiche, Università di Catania, Viale A. Doria 6, 95125 Catania, Italy;2. Dipartimento di Chimica Organica e Biologica, Università di Messina, Viale F. Stagno d’Alcontres 31, 98166 Messina, Italy
Abstract:Chiral diastereomeric cavitand-salen macrocycles have been synthesized by the high-dilution condensation of a tris-(quinoxaline-bridged)-diformyl-calix[4]resorcarene with (1R,2R)-diphenylethylenediamine. The reaction produced a couple of diastereoisomers, consisting of two cavitand cavities bis-bridged by two chiral diimino moieties, which differ in a convergent (C-shaped) or divergent (S-shaped) orientation of the two cavities.
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