Dialdehyde + Diamine-Polymer or Macrocycle?

The 24‐membered macrocycle 1 is surprisingly generated from (S)‐2,2′‐dihydroxy‐1,1′‐binaphthyl‐3,3′‐dialdehyde [(S)‐(2)] and (R,R)‐1,2‐diamino‐1,2‐diphenylethane, whereas in the same reaction (R)‐2 yields the polymeric Schiff base as expected. Macrocycle 1 can be used for an economical and simple en...

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Veröffentlicht in:Angewandte Chemie (International ed.) 1994-01, Vol.33 (1), p.125-126
Hauptverfasser: Brunner, Henri, Schiessling, Hubert
Format: Artikel
Sprache:eng
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Zusammenfassung:The 24‐membered macrocycle 1 is surprisingly generated from (S)‐2,2′‐dihydroxy‐1,1′‐binaphthyl‐3,3′‐dialdehyde [(S)‐(2)] and (R,R)‐1,2‐diamino‐1,2‐diphenylethane, whereas in the same reaction (R)‐2 yields the polymeric Schiff base as expected. Macrocycle 1 can be used for an economical and simple enantiomeric resolution of 2.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.199401251