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Macrocyclic Dinuclear Palladium Complex as a Novel Doubly Threaded [3]Rotaxane Scaffold and Its Application as a Rotaxane Cross‐Linker
Author(s) -
Yamamoto Koji,
Nameki Riku,
Sogawa Hiromitsu,
Takata Toshikazu
Publication year - 2020
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.202007866
Subject(s) - rotaxane , chemistry , linker , covalent bond , monomer , polymer chemistry , ligand (biochemistry) , reagent , palladium , polymer , combinatorial chemistry , molecule , organic chemistry , supramolecular chemistry , catalysis , receptor , computer science , biochemistry , operating system
Abstract A dinuclear Pd II complex possessing a cyclic ligand was developed as a novel doubly threaded [3]rotaxane scaffold and applied as a rotaxane cross‐linker reagent. The dinuclear complex (PdMC) 2 was prepared by one‐step macrocyclization followed by the double palladation reaction. 1 H NMR analysis and UV/Vis measurements revealed the formation of a doubly threaded pseudo[3]rotaxane by the complexation of (PdMC) 2 with 2 equivalents of 2,6‐disubstituted pyridine 3 through double metal coordination. The treatment of (PdMC) 2 with 2 equivalents of 4‐vinylpyridine (VP) afforded a doubly threaded [3]rotaxane cross‐linker (PdMC‐VP) 2 . Radical co‐polymerization of VP and t ‐butylstyrene in the presence of (PdMC‐VP) 2 afforded a stable rotaxane cross‐linked polymer (RCP). An elastic RCP was also prepared by using n ‐butyl acrylate as a monomer. The obtained RCPs exhibited higher swelling ability and higher mechanical toughness compared with the corresponding covalent cross‐linked polymers.