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Dialdehyde + Diamine—Polymer or Macrocycle?
Author(s) -
Brunner Henri,
Schiessling Hubert
Publication year - 1994
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199401251
Subject(s) - diamine , schiff base , chemistry , resolution (logic) , enantiomer , polymer chemistry , polymer , base (topology) , stereochemistry , organic chemistry , mathematics , computer science , mathematical analysis , artificial intelligence
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 .