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Title
Japanese: 
English:Rigid-to-Flexible Conformational Transformatdion: An Efficient Route to Ring-Opening of a Trogers Base-Containing Ladder Polymer 
Author
Japanese: 石割文崇, 竹内信彦, 佐藤貴博, 山崎弘史, 大須賀遼太, 野村淳子, 福島孝典.  
English: Fumitaka Ishiwari, Nobuhiko Takeuchi, Takahiro Sato, Hiroshi Yamazaki, Ryota Osuga, JUNKO NOMURA, Takanori Fukushima.  
Language English 
Journal/Book name
Japanese: 
English:ACS Macro Letters 
Volume, Number, Page Vol. 6    Issue 7    Page 775-780
Published date June 2017 
Publisher
Japanese: 
English: 
Conference name
Japanese: 
English: 
Conference site
Japanese: 
English: 
Official URL http://pubs.acs.org/doi/10.1021/acsmacrolett.7b00385
 
DOI https://doi.org/10.1021/acsmacrolett.7b00385
Abstract The synthesis of ladder polymers is still a big challenge in polymer chemistry, and in particular, there are few examples of conformationally flexible well-defined ladder polymers. Here we report an efficient and convenient route to conformationally flexible ladder polymers, which is based on a postpolymerization reaction of a rigid ladder polymer containing Tröger’s base in its main chain. The postpolymerization reaction involves sequential N-methylation and hydrolysis for the Tröger’s base unit, resulting in a diazacyclooctane skeleton that can exhibit a ring-flipping motion. Molecular dynamics simulations predicted that this motion provides conformational flexibility with the resultant ladder polymer, which was demonstrated by 1H NMR spectroscopy in solution. The presence of the diazacyclooctane units in the flexible ladder polymer allowed further functionalization through reactions involving its secondary amine moiety. The present synthetic method may lead to the development of a new class of ladder polymers that exhibit both conformational and design flexibility.

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