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Phosphetes via Transition Metal Free Ring Closure – Taking the Proper Turn at a Thermodynamic Crossing

Roesler, Fabian
Kovács, Máté
Bruhn, Clemens
Kelemen, Zsolt
Pietschnig, Rudolf

A transition metal free route to phosphetes featuring an exocyclic alkene unit is presented. In this approach phosphanides are added to a variety of diynes generating phosphaallylic intermediates which depending on the reaction conditions transform either to phosphetes or the corresponding phospholes. Investigation of the reaction mechanism by combined quantum chemical and experimental means identifies phosphole formation as thermodynamically controlled reaction path, whereas kinetic control furnishes the corresponding phosphetes. Structural and luminescence properties of the rare class of phosphetes are explored, as well as for selected key intermediates.

Sponsor
Gefördert im Rahmen des Projekts DEAL
Citation
In: Chemistry - A European Journal Volume 27 / Issue 38 (2021-05-10) , S. 9782-9790; eissn:1521-3765
Collections
@article{doi:10.17170/kobra-202107294435,
  author    ={Roesler, Fabian and Kovács, Máté and Bruhn, Clemens and Kelemen, Zsolt and Pietschnig, Rudolf},
  title    ={Phosphetes via Transition Metal Free Ring Closure – Taking the Proper Turn at a Thermodynamic Crossing},
  keywords ={540 and Cyclisation and Lumineszenz and Phosphor and Silane and Thermodynamische Eigenschaft},
  copyright  ={http://creativecommons.org/licenses/by/4.0/},
  language ={en},
  journal  ={Chemistry - A European Journal},
  year   ={2021-05-10}
}