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Palladium‐mediated polymerization of cyclic diazoketones
Authors:Eiji Ihara  Toshimitsu Hiraren  Tomomichi Itoh  Kenzo Inoue
Affiliation:Department of Material Science and Biotechnology, Graduate School of Science and Engineering, Venture Business Laboratory, Ehime University, 3 Bunkyo‐cho, Matsuyama 790‐8577, Japan
Abstract:Palladium‐mediated polymerization of cyclic diazoketones was investigated. Although cyclic diazoketones 1a,b derived from cyclohexanone and 1‐tetralone did not homopolymerize, they can be used as a comonomer for copolymerization with polymerizable acyclic diazoketones. On the other hand, an α,β‐unsaturated cyclic diazoketone 2a prepared from 2‐cyclohexen‐1‐one polymerized to give a polymer poly 2a ′ with Mn = 1400 in a 23.8% yield. Addition of some nucleophiles to C?C bond in poly 2a ′ was carried out. Copolymerization of 2a and its dimethyl‐substituted analogues 2b,c with acyclic diazoketones was also investigated. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 1638–1648, 2008
Keywords:copolymerization  cyclic diazoketone  monomers  poly(substituted methylene) synthesis  transition metal chemistry
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