Photochemical & Photobiological Sciences Paper 2-hydroxyphenacyl Ester: a New Photoremovable Protecting Group † ‡

نویسندگان

  • Bokolombe Pitchou Ngoy
  • Peter Šebej
  • Tomáš Šolomek
  • Bum Hee Lim
  • Tomáš Pastierik
  • Bong Ser Park
  • Richard S. Givens
  • Dominik Heger
  • Petr Klán
چکیده

A 2-hydroxyphenacyl moiety absorbing below 370 nm is proposed as a new photoremovable protecting group for carboxylates and sulfonates. Laser flash photolysis and steady-state sensitization studies show that the leaving group is released from a short-lived triplet state. In addition, DFT-based quantum chemical calculations were performed to determine the key reaction steps. We found that triplet excited state intramolecular proton transfer represents a major deactivation channel. Minor productive pathways involving the triplet anion and quinoid triplet enol intermediates have also been identified.

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تاریخ انتشار 2012