Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 26, Issue 8, Pages 1856-1863Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201904490
Keywords
density function calculations; organic light-emitting diodes; optical properties; P-heterocycles; pi-conjugated systems
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Funding
- Ministere de la Recherche et de l'Enseignement Suprieur
- CNRS
- Region Bretagne
- French National Research Agency (ANR) [ANR-16-CE05-0003-01, ANR-17-CE09-0020]
- OTKA [NN 113772]
- BME-Nanotechnology FIKP grant of EMMI (BME FIKP-NAT)
- New National Excellence Program of the Ministry for Innovation and Technology [UNKP-19-4, UNKP-19-4-BME-422]
- Varga Jozsef Alapitvany
- Tempus Kozalapitvany
- Janos Bolyai Research Fellowship [TT_16-1-2016-0128]
- PICS [SmartPAH (08062)-MTA NKM-44/2019]
- NKFIH [PD 116329]
- Agence Nationale de la Recherche (ANR) [ANR-17-CE09-0020, ANR-16-CE05-0003] Funding Source: Agence Nationale de la Recherche (ANR)
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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 pi-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 pi-conjugated P-heterocycles appear to be promising building blocks for solid-state lighting applications.
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