Synthesis and topology of [2+2] calix[4]resorcarene-based chiral cavitand-salen macrocycles

Synthesis and topology of [2+2] calix[4]resorcarene-based chiral cavitand-salen macrocycles

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-brid...

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Veröffentlicht in:Tetrahedron letters 2012-12, Vol.53 (52), p.7150-7153
Hauptverfasser: Pappalardo, Andrea, Amato, Maria E., Ballistreri, Francesco P., Notti, Anna, Tomaselli, Gaetano A., Toscano, Rosa M., Sfrazzetto, Giuseppe Trusso
Format: Artikel
Sprache:eng
Schlagworte:
Bisalixresorcarene
Condensing
Diastereomeric macrocycles
Holes
Joining
Macrocyclic compounds
Orientation
Supramolecular chemistry
Synthesis (chemistry)
Tautomerism
Tetrahedrons
Topology
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Zusammenfassung: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.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.10.101