Transition Metal-Mediated Copolymerization of Diazocarbonyl Compounds with Alkyne and Isocyanide

Transition metal-mediated copolymerizations of diazocarbonyl compounds with alkynes and an isocyanide were investigated with the following combinations of the comonomers: ( E )-1-diazo-3-nonen-2-one ( 1a ) with phenylacetylene ( 2a ), ( E )-1-diazo-4-phenyl-3-buten-2-one ( 1b ) with 1-heptyne ( 2b ), ethyl diazoacetate ( 1c ) with 2a and 2b, and 1b with tert -butyl isocyanide ( 3 ). All the copolymerizations afforded random copolymers whose GPC traces were unimodal, and 1 H NMR spectra exhibited superposition of signals derived from the repeating units of both comonomers. In addition, the progress of the copolymerizations was supported by the DSC analyses of the products.