Four‐center type photopolymerization in the solid state. VII. Photochemical reaction of <i>m</i>‐phenylene diacrylic acid dimethyl ester

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<jats:title>Abstract</jats:title><jats:p>The photochemical reaction of <jats:italic>m</jats:italic>‐phenylene diacrylic acid dimethyl ester (<jats:italic>m</jats:italic>‐PDA Me) crystals and solutions has been studied to clarify the effects of the molecular shape on four‐center type photopolymerization of diolefins. On irradiation, <jats:italic>m</jats:italic>‐PDA Me crystals were converted into amorphous oligomers having more than two kinds of cyclobutane rings with respect to steric configuration. The characteristic oligomer formation is explained by considering a two‐step mechanism: topochemical dimer formation in an ordered crystal lattice and subsequent random cycloaddition in a disordered crystal lattice. In <jats:italic>m</jats:italic>‐PDA Me solution, reversible cyclobutane ring formation and <jats:italic>cis</jats:italic>–<jats:italic>trans</jats:italic> isomerization take place, depending on the concentration of <jats:italic>m</jats:italic>‐PDA Me in solution and the wavelength of the irradiating light. The multiplicity of reactivity in various states has been established.</jats:p>

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