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Naphthyl-Fused Phosphepines: Luminescent Contorted Polycyclic P-Heterocycles.

Thomas DeloucheRéka MokraiThierry RoisnelDenis TondelierBernard GeffroyLaszlo NyulasziZoltán BenkőMuriel HisslerPierre-Antoine Bouit
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2020)
This article presents the synthesis of a new family of naphthyl-fused phosphepines through Ni-mediated C-C coupling. Interestingly, the chlorophosphine oxide intermediate shows strong resistance toward oxidation/hydrolysis owing to a combination of steric hindrance and pnictogen interactions. However, it can undergo substitution reactions under specific conditions. The optical/redox properties and the electronic structure of these new π-systems were studied experimentally (UV/Vis absorption, emission, cyclic voltammetry) and computationally (TD-DFT calculations, NICS investigation). Taking advantage of the luminescence of these derivatives, a blue-emitting OLED has been prepared, highlighting that these novel π-conjugated P-heterocycles appear to be promising building blocks for solid-state lighting applications.
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