Journal of the American Chemical Society 2008-08-20

Controlled cyclopolymerization through quantitative 19-membered ring formation.

Bungo Ochiai, Yuuko Ootani, Takeshi Endo

Index: J. Am. Chem. Soc. 130(33) , 10832-3, (2008)

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Abstract

Cyclopolymerization of a bis-methacrylate monomer derived from trans-cyclohexanediol and 2-methacryloyloxyethyl isocyanate proceeded through 19-membered ring formation. The unusual large ring formation originated from the designed steric regulation by the cyclohexane ring and the hydrogen bonds. The RAFT polymerization employing cumyl dithiobenzoate attained controlled polymerization, which supported the quantitative cyclization.