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Amide‐Based Oligocatenanes by an Iterative Template Strategy
Author(s) -
Schwanke Frank,
Safarowsky Oliver,
Heim Christiane,
Silva Gabriele,
Vögtle Fritz
Publication year - 2000
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(20001220)83:12<3279::aid-hlca3279>3.0.co;2-i
Subject(s) - catenane , chemistry , template , isophthalic acid , threading (protein sequence) , amide , terephthalic acid , supramolecular chemistry , yield (engineering) , ring (chemistry) , combinatorial chemistry , stereochemistry , nanotechnology , crystallography , organic chemistry , molecule , protein structure , crystal structure , biochemistry , materials science , polyester , metallurgy
A new pathway for the supramolecular synthesis of oligocatenanes is developed. It is based on a combination of most suitable macrocyclic structural units, obtained from tert ‐butyl‐substituted isophthalic acid and terephthalic acid building blocks. These structural parts guarantee, on the one hand, the solubility of the catenanes and their intermediates, and, on the other hand, the preferred formation of larger ring sizes of the macrocycles to be intertwined. Acting as monotopic and ditopic concave templates, the tetra‐ and octalactam macrocycles were submitted to threading procedures to yield higher‐order catenanes of the amide type. By repetition of the threading steps, it was possible to isolate multiply mechanically connected [ n ]catenanes up to n =4 composed of various macrocyclic units.