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Phosphahelicenes with (Thio)Phosphinic Acid and Ester Functions by the Oxidative Photocyclisation Approach
- Source :
- Chemistry-A European Journal, Chemistry-A European Journal, Wiley-VCH Verlag, 2019, 25 (68), pp.15609-15614. ⟨10.1002/chem.201903750⟩, Chemistry-A European Journal, 2019, 25 (68), pp.15609-15614. ⟨10.1002/chem.201903750⟩
- Publication Year :
- 2019
- Publisher :
- HAL CCSD, 2019.
-
Abstract
- International audience; Phosphahelicenes with thiophosphinic acid and ester functions have been obtained via the oxidative photocyclisation of olefins bearing both a benzophenanthrene and a benzophosphole unit. When the method has been extended to olefins bearing a partially saturated benzophospholene unit, a divergent regioselectivity of the photocyclisation step has been observed, leading to new helicenes where the phosphorus function is located on the external rim of the helical backbone. The observed regioselectivity correlates well with the free-valence numbers of the atoms involved in the photocyclisation reaction (DFT calculations).
- Subjects :
- thiophosphinic acids
p-stereogenic
010405 organic chemistry
Phospholenes
Chemistry
[CHIM.ORGA]Chemical Sciences/Organic chemistry
phosphahelicenes
Organic Chemistry
Thio
Regioselectivity
Partially saturated
General Chemistry
Oxidative phosphorylation
010402 general chemistry
01 natural sciences
Medicinal chemistry
Catalysis
0104 chemical sciences
phospholenes
photocyclization
Subjects
Details
- Language :
- English
- ISSN :
- 09476539 and 15213765
- Database :
- OpenAIRE
- Journal :
- Chemistry-A European Journal, Chemistry-A European Journal, Wiley-VCH Verlag, 2019, 25 (68), pp.15609-15614. ⟨10.1002/chem.201903750⟩, Chemistry-A European Journal, 2019, 25 (68), pp.15609-15614. ⟨10.1002/chem.201903750⟩
- Accession number :
- edsair.doi.dedup.....7bced3b261bbd5503b9000259fe96cb7