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Amide‐Based [3]Catenanes and [2]Catenanes with Aliphatic Chains
Author(s) -
Safarowsky Oliver,
Vogel Erik,
Vögtle Fritz
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(200002)2000:3<499::aid-ejoc499>3.0.co;2-s
Subject(s) - catenane , chemistry , amide , ring (chemistry) , combinatorial chemistry , stereochemistry , polymer chemistry , organic chemistry , molecule
[3]Catenanes of the amide type were synthesized preparatively for the first time. Large macrocycles bearing two guest‐binding sites were used to synthesize these amide‐linked [3]catenanes in yields of 4%, either by formation of rigid macrocyclic boxes, or with macrocycles consisting of flexible long‐chained aliphatic diamines. Furthermore, the systematic introduction of 1,ω‐alkane diamines as building blocks for catenanes is described. The synthesis of a series of [2]catenanes by varying the ring size of one of the two macrocycles was also achieved in yields of 10%.