Photoinduced 1,2,3,4-tetrahydropyridine ring conversions
Stable heterocyclic hydroperoxide can be easily prepared as a product of fast oxidation of a 1,2,3,4-tetrahydropyridine by 3O2 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 th...
Main Authors: | , , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Beilstein-Institut
2015-11-01
|
Series: | Beilstein Journal of Organic Chemistry |
Subjects: | |
Online Access: | https://doi.org/10.3762/bjoc.11.234 |
_version_ | 1818641733743804416 |
---|---|
author | Baiba Turovska Henning Lund Viesturs Lūsis Anna Lielpētere Edvards Liepiņš Sergejs Beljakovs Inguna Goba Jānis Stradiņš |
author_facet | Baiba Turovska Henning Lund Viesturs Lūsis Anna Lielpētere Edvards Liepiņš Sergejs Beljakovs Inguna Goba Jānis Stradiņš |
author_sort | Baiba Turovska |
collection | DOAJ |
description | Stable heterocyclic hydroperoxide can be easily prepared as a product of fast oxidation of a 1,2,3,4-tetrahydropyridine by 3O2 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 O2. In the solid state the heterocyclic hydroperoxide is stable; in solution it is involved in further reactions. |
first_indexed | 2024-12-16T23:31:52Z |
format | Article |
id | doaj.art-e98cbc4874fa4160bf56147a0e455923 |
institution | Directory Open Access Journal |
issn | 1860-5397 |
language | English |
last_indexed | 2024-12-16T23:31:52Z |
publishDate | 2015-11-01 |
publisher | Beilstein-Institut |
record_format | Article |
series | Beilstein Journal of Organic Chemistry |
spelling | doaj.art-e98cbc4874fa4160bf56147a0e4559232022-12-21T22:11:52ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972015-11-011112166217010.3762/bjoc.11.2341860-5397-11-234Photoinduced 1,2,3,4-tetrahydropyridine ring conversionsBaiba Turovska0Henning Lund1Viesturs Lūsis2Anna Lielpētere3Edvards Liepiņš4Sergejs Beljakovs5Inguna Goba6Jānis Stradiņš7Physical-organic Chemistry Laboratory, Latvian Institute of Organic Synthesis, 21 Aizkraukles Str., Riga LV-1006, LatviaDepartment of Organic Chemistry, Aarhus University, Langelandsgade 140, DK 8000 Aarhus, DenmarkPhysical-organic Chemistry Laboratory, Latvian Institute of Organic Synthesis, 21 Aizkraukles Str., Riga LV-1006, LatviaPhysical-organic Chemistry Laboratory, Latvian Institute of Organic Synthesis, 21 Aizkraukles Str., Riga LV-1006, LatviaPhysical-organic Chemistry Laboratory, Latvian Institute of Organic Synthesis, 21 Aizkraukles Str., Riga LV-1006, LatviaPhysical-organic Chemistry Laboratory, Latvian Institute of Organic Synthesis, 21 Aizkraukles Str., Riga LV-1006, LatviaPhysical-organic Chemistry Laboratory, Latvian Institute of Organic Synthesis, 21 Aizkraukles Str., Riga LV-1006, LatviaPhysical-organic Chemistry Laboratory, Latvian Institute of Organic Synthesis, 21 Aizkraukles Str., Riga LV-1006, LatviaStable heterocyclic hydroperoxide can be easily prepared as a product of fast oxidation of a 1,2,3,4-tetrahydropyridine by 3O2 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 O2. In the solid state the heterocyclic hydroperoxide is stable; in solution it is involved in further reactions.https://doi.org/10.3762/bjoc.11.234heterocyclic hydroperoxideoxaziridinephotoinduced electron transferpyrrolidinetetrahydropyridine |
spellingShingle | Baiba Turovska Henning Lund Viesturs Lūsis Anna Lielpētere Edvards Liepiņš Sergejs Beljakovs Inguna Goba Jānis Stradiņš Photoinduced 1,2,3,4-tetrahydropyridine ring conversions Beilstein Journal of Organic Chemistry heterocyclic hydroperoxide oxaziridine photoinduced electron transfer pyrrolidine tetrahydropyridine |
title | Photoinduced 1,2,3,4-tetrahydropyridine ring conversions |
title_full | Photoinduced 1,2,3,4-tetrahydropyridine ring conversions |
title_fullStr | Photoinduced 1,2,3,4-tetrahydropyridine ring conversions |
title_full_unstemmed | Photoinduced 1,2,3,4-tetrahydropyridine ring conversions |
title_short | Photoinduced 1,2,3,4-tetrahydropyridine ring conversions |
title_sort | photoinduced 1 2 3 4 tetrahydropyridine ring conversions |
topic | heterocyclic hydroperoxide oxaziridine photoinduced electron transfer pyrrolidine tetrahydropyridine |
url | https://doi.org/10.3762/bjoc.11.234 |
work_keys_str_mv | AT baibaturovska photoinduced1234tetrahydropyridineringconversions AT henninglund photoinduced1234tetrahydropyridineringconversions AT viesturslusis photoinduced1234tetrahydropyridineringconversions AT annalielpetere photoinduced1234tetrahydropyridineringconversions AT edvardsliepins photoinduced1234tetrahydropyridineringconversions AT sergejsbeljakovs photoinduced1234tetrahydropyridineringconversions AT ingunagoba photoinduced1234tetrahydropyridineringconversions AT janisstradins photoinduced1234tetrahydropyridineringconversions |