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Synthesis of a Structure‐Definite α‐Cyclodextrin‐Based Macromolecular [3]Rotaxane Using a Size‐Complementary Method
Author(s) -
Akae Yosuke,
Sogawa Hiromitsu,
Takata Toshikazu
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201807261
Subject(s) - rotaxane , macromolecule , cyclodextrin , supramolecular chemistry , slippage , polymer , dissociation (chemistry) , chemistry , molecular machine , polymer chemistry , polymerization , materials science , molecule , nanotechnology , organic chemistry , biochemistry , composite material
The challenging synthesis of an α‐cyclodextrin (CD)‐based macromolecular rotaxane with definite structure was fulfilled using a size‐complementary method. A new peracetylated (PAc) α‐CD‐based size‐complementary [3]rotaxane was prepared and its thermal dissociation kinetics studied. The de‐slippage mechanism was found to be different from that of the native α‐CD‐based system. PAcα‐CD‐based size‐complementary [3]rotaxanes were employed as initiators for a ring‐opening polymerization of ϵ ‐caprolactone to obtain the macromolecular [3]rotaxanes. Detailed investigation of component dissociation showed the highly movable character of the wheel on the polymer main chain. A general method for controlling the movement of wheels in rotaxane frameworks, even in polymer systems, was established. This will enable the development of new supramolecular architectures and molecular machines.