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SP 1 sp H NMR (300 MHz, acetone- I d i SB 6 sb ): = 11.66 (s, 1 H, H SB N-H sb ), 8.39 (d, I J i = 8.2 Hz, 1 H, H SB 7 sb ), 8.35 (d, I J i = 2.6 Hz, 1 H, H SB 2 sb ), 8.12 (d, I J i = 8.3 Hz, 1 H, H SB 6 sb ). SP 1 sp H NMR (300 MHz, acetone- I d i SB 6 sb ): = 11.49 (s, 1 H, H SB N-H sb ), 8.78 (d, I J i = 2.3 Hz, 1 H, H SB 5 sb ), 8.46 (d, I J i = 2.3 Hz, 1 H, H SB 7 sb ), 8.30 (d, I J i = 2.8 Hz, 1 H, H SB 2 sb ), 8.17-8.07 (m, 2 H, H SB 10or11 sb ), 8.03-7.94 (m, 2 H, H SB 10or11 sb ). SP 13 sp C NMR (75 MHz, acetone- I d i SB 6 sb ): = 157.11 (d, I J i = 15.3 Hz, C SB 4 sb ), 155.38 (dd, I J i = 263.6, 4.4 Hz, Cq), 150.58 (dd, I J i = 253.0, 4.6 Hz, Cq), 148.32 (Cq), 147.54 (C SB 2 sb ), 121.72 (Cq), 120.75 (d, I J i = 3.6 Hz, Cq), 120.03 (Cq), 120.0-104.00 (m, C SB CF sb ). SP 13 sp C NMR (75 MHz, acetone- I d i SB 6 sb ): = 159.44 (C SB 4 sb ), 155.77 (dd, I J i = 266.4, 19.7 Hz, Cq), 150.08 (dd, I J i = 250.8, 15.1 Hz, Cq), 147.14 (C SB 2 sb ), 146.85-146.21 (m, Cq), 122.57-121.48 (m, Cq), 119.05 (dd, I J i = 18.9, 3.4 Hz, C SB 5 sb ), 118.93-114.64 (m, Cq), 119.00-105.00 (m, C SB CF sb ). SP 13 sp C NMR (75 MHz, acetone- I d i SB 6 sb ): = 159.91 (dt, I J i = 252.3, 5.2 Hz, C SB 6 sb ), 157.63 (d, I J i = 3.8 Hz, C SB 4 sb ), 147.42 (Cq), 146.79 (C SB 2 sb ), 133.10 (d, I J i = 7.3 Hz, Cq), 126.29-125.29 (m, C SB 5,7,8 sb ),, 123.00-105.00 (m, C SB CF sb ). [Extracted from the article]

We report a straightforward synthesis of Si-containing Polycyclic Aromatic Hydrocarbons (PAHs). The impact of π-extension and exocyclic modifications on both the optical and redox properties is investigated using a joint experimental/theoretical approach. By taking advantage of the solid-state luminescence of these derivatives, electroluminescent devices are prepared. Such preliminary opto-electronic results highlight that these heteroatom-containing PAHs are promising building blocks for organic electronics.

A family of cyclic phosphine-disiloxane featuring peri-substituted naphthyl(Nap)/acenaphthyl(Ace) scaffolds has been prepared and fully characterized including X-ray structure, which enables a detailed structural analysis. This straightforward synthesis takes advantage of both ortho- and peri-substitution of Nap/Ace-substituted phosphine oxides. The synthetic method allows diversifying the polycyclic aromatic platform (Nap and Ace) as well as the Si substituents (Me and Ph). Despite a strong steric congestion, the P-atom remains reactive toward oxidation or coordination. In particular, Au(I) complex could be prepared. All the compounds display absorption/luminescence in the UV-Vis range. Surprisingly, the P-trivalent derivatives display unexpected luminescence in the green in solid-state., (© 2021 Wiley-VCH GmbH.)

We report the straightforward synthesis of unprecedented electron-acceptors based on dicationic P-containing PAHs (Polycyclic Aromatic Hydrocarbons) based on copper mediated radical approach. In these systems, two phosphoniums are connected through various PAHs backbones. The impact of π-extension on both the optical and redox properties is investigated using a joint experimental (UV/Vis absorption, fluorescence and cyclic voltammetry) and theoretical approach (TD-DFT calculations). Finally, (spectro)-electrochemical studies prove that these compounds possess three redox states and EPR studies confirm the in situ formation of an organic radical delocalized on the PAH backbone., (© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

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., (© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)