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Synfacts 2006(10): 1011-1011
DOI: 10.1055/s-2006-949360
DOI: 10.1055/s-2006-949360
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York
Copolymerization of 1,3-Dehydroadamantane with Vinyl Monomers
S.-I. Matsuoka, N. Ogiwara, T. Ishizone*
Tokyo Institute of Technology, Japan
Further Information
Publication History
Publication Date:
21 September 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200610/lookinside/thumbnails/10.1055-s-2006-949360-1.jpg)
Significance
Copolymerization of 1,3-dehydroadamantane 1 and electron-deficient vinyl monomer 2 or 3, in the absence of any initiator, occurred at room temperature, providing alternating copolymers in 28-88% yield. The failed copolymerizations of 1 with isobutyl vinyl ether and styrene indicate the high electron density of a central σ-bond in a strained [3.3.1] propellane derivative 1. The alternating copolymers were characterized by NMR spectroscopy and MALDI-MS. DSC and TGA measurements revealed the high thermostability of the copolymers containing bulky and strain-free adamantane fragments.