Applications of hydrogen-bond-acceptor templates to direct 'in-phase' reactivity of a diene diacid in the solid state.

نویسندگان

  • Manza B J Atkinson
  • Anatoliy N Sokolov
  • Dejan-Krešimir Bučar
  • S V Santhana Mariappan
  • Martin T Mwangi
  • Michael C Tiedman
  • Leonard R MacGillivray
چکیده

The hydrogen-bond-acceptor (HBA) templates 2,3-bis(4-methylenethiopyridyl)naphthalene (2,3-nap) and 1,8-bis(4-pyridyl)naphthalene (1,8-dpn) are used to assemble (E,E)-2,5-dimethylmuconic acid (dmma) in the solid state for an intermolecular [2 + 2] photocycloaddition. Co-crystallisation of 2,3-nap with dmma affords an 1D hydrogen-bonded polymer that is photostable while 1,8-nap affords a 0D hydrogen-bonded assembly that is photoactive. The diene stacks in-phase and reacts to give a syn monocyclobutane in up to 55% yield.

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عنوان ژورنال:
  • Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology

دوره 10 9  شماره 

صفحات  -

تاریخ انتشار 2011