Photoinduced 1,2,3,4-tetrahydropyridine ring conversions

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DOI

  • Baiba Turovska, Department of Physical Organic Chemistry, Latvian Institute of Organic Synthesis, Aizkraukles 21, Riga , Latvia
  • Henning Lund
  • Viesturs Lusis, Department of Physical Organic Chemistry, Latvian Institute of Organic Synthesis, Aizkraukles 21, Riga , Latvia
  • Anna Lielpetere, Department of Physical Organic Chemistry, Latvian Institute of Organic Synthesis, Aizkraukles 21, Riga , Latvia
  • Edvards Liepins, Department of Physical Organic Chemistry, Latvian Institute of Organic Synthesis, Aizkraukles 21, Riga , Latvia
  • Sergejs Beljakovs, Department of Physical Organic Chemistry, Latvian Institute of Organic Synthesis, Aizkraukles 21, Riga , Latvia
  • Inguna Goba, Department of Physical Organic Chemistry, Latvian Institute of Organic Synthesis, Aizkraukles 21, Riga , Latvia
  • Janis Stradins, Department of Physical Organic Chemistry, Latvian Institute of Organic Synthesis, Aizkraukles 21, Riga , Latvia

Stable heterocyclic hydroperoxide can be easily prepared as a product of fast oxidation of a 1,2,3,4-tetrahydropyridine by O-3(2) if the solution is exposed to sunlight. The driving force for the photoinduced electron transfer is calculated from electrochemical and spectroscopic data. The outcome of the reaction depends on the light intensity and the concentration of O-2. In the solid state the heterocyclic hydroperoxide is stable; in solution it is involved in further reactions.

Original languageEnglish
JournalBeilstein Journal of Organic Chemistry
Volume11
Pages (from-to)2166-2170
Number of pages5
ISSN2195-951X
DOIs
Publication statusPublished - 2015

    Research areas

  • heterocyclic hydroperoxide, oxaziridine, photoinduced electron transfer, pyrrolidine, tetrahydropyridine, SUPEROXIDE ANION, HANTZSCH 1,4-DIHYDROPYRIDINES, OXIDATION, REDUCTION, OXYGEN, DIOXYGEN, KINETICS, ELECTRON, ANALOGS, COUPLE

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