Abstract
AbstractCopolymerizations of 1,3‐dehydroadamantane, 1, and various vinyl monomers were carried out in THF at room temperature. On mixing of 1 with electron‐deficient vinyl monomers such as acrylonitrile and methyl acrylate in the absence of initiator, the copolymerization spontaneously proceeded to give alternating copolymers in 28–88% yields. By contrast, no reaction of 1 occurred at all, when isobutyl vinyl ether or styrene was mixed under the similar conditions. These results indicate the high electron density of a central σ‐bond in a strained [3.3.1]propellane derivative, 1. Alternating sequences of the resulting copolymers were characterized by NMR and MALDI‐TOF‐MS measurements. DSC and TGA measurements revealed the high thermal stability of the alternating copolymers containing bulky, stiff, and strain‐free adamantane skeletons.
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