Synthesis and Ring Opening Metathesis Polymerisation of o-Dialkoxy Paracyclophanedienes

Yurachat Janpatompong, Andrew Spring, Venukrishnan Komanduri, Raja Khan, Michael Turner

Research output: Contribution to journalArticlepeer-review


The highly strained ortho-diethylhexyloxy [2.2]paracyclophane-1,9-diene (M1) can be synthesized by ring contraction of a dithial[3.3]paracyclophane using a benzyne induced Stevens rearrangement. This paracyclophanediene undergoes ring opening metathesis polymerization to give well-defined 2,3-dialkoxyphenylenevinylene polymers with an alternating cis/trans alkene stereochemistry and control of the molecular weight. Fully conjugated block copolymers with electron rich and electron deficient PPV segments can be prepared by sequential monomer additions. These polymers can be readily isomerized to the all-trans stereochemistry polymer. The optical and electrochemical properties of these polymers were investigated by theory and experiment.
Original languageEnglish
Issue number24
Publication statusAccepted/In press - 22 Nov 2022


  • o-dialkoxy paracyclophanediene monomer
  • ring opening metathesis polymerization
  • block copolymer
  • DFT calculations

Research Beacons, Institutes and Platforms

  • Manchester Cancer Research Centre


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