23827-06-7

Upstream product

• 1945-84-2 2-ethynylpyridine 
• 90-41-5 2-phenylaniline 
• 109-04-6 2-bromo-pyridine 
• 68572-87-2 9-phenanthrenylboronic acid 

Relevant academic research and scientific papers

Iridium-catalyzed reductive carbon-carbon bond cleavage reaction on a curved pyridylcorannulene skeleton

The cleavage of C-C bonds in π-conjugated systems is an important method for controlling their shape and coplanarity. An efficient way for the cleavage of an aromatic C-C bond in a typical buckybowl corannulene skeleton is reported. The reaction of 2-pyridylcorannulene with a catalytic amount of IrCl3n H2O in ethylene glycol at 250 °C resulted in a structural transformation from the curved corannulene skeleton to a strain-free flat benzo[ghi]fluoranthene skeleton through a site-selective C-C cleavage reaction. This cleavage reaction was found to be driven by both the coordination of the 2-pyridyl substituent to iridium and the relief of strain in the curved corannulene skeleton. This finding should facilitate the design of carbon nanomaterials based on C-C bond cleavage reactions.

Synthesis and characterization of red phosphorescent iridium(Ⅲ) complexes based on electron-acceptor modulation of main ligand for high efficiency organic light-emitting diodes

A new series of red phosphorescent iridium(Ⅲ) complexes, (PT-TFP)2Ir(tmd), (PT-P)2Ir(tmd), and (PT-MP)2Ir(tmd) were synthesized for highly efficient red emitter of the organic light-emitting diodes (OLEDs). The main ligands consisted of electron-donor (phenanthren) and electron-acceptor (trifluoromethyl pyridine, pyridine, and methyl pyridine) were synthesized by Suzuki coupling reaction. The iridium(Ⅲ) complexes based on main ligands and 2,2,6,6-tetramethyl-3,5-heptanedione(tmd) ancillary ligand were synthesized by Nonoyama reaction. Their luminescence properties were investigated by UV-visible spectroscopy and photoluminescence (PL) spectroscopy. The OLEDs devices were manufactured by vacuum deposition and These OLEDs devices were characterized by investigation of current density-voltage-luminance (J-V-L), current efficiency, power efficiency, external quantum efficiency (EQE), EL spectrum. The Ir(Ⅲ) complexes will be used as a solution process dopant for the hybrid OLED devices.

Effects of the methyl group on the emission efficiency of the red phosphorescent iridium(III) complexes for OLEDs

Novel red phosphorescent iridium(III) complexes, namely (MN-Q)2Ir(tmd), (MN-MQ)2Ir(tmd), (PT-P)2Ir(tmd) and (PT-MP)2Ir(tmd) were synthesized for the red phosphorescent organic light-emitting diodes (phOLEDs). The ligands have sites of both the electron donor and acceptor in a molecule. The main ligands were synthesized by the Suzuki coupling reaction, and comprised an electron donor and an electron acceptor group. Subsequently, the iridium(III) complexes were synthesized by the Nonoyama reaction and their photochemical luminescence properties were investigated by ultraviolet-visible and photoluminescence spectroscopy. The manufactured devices were characterized by current density–voltage–luminance, power efficiency, external quantum efficiency, as well as their electroluminescence spectra. Finally, the effects of the trifluoromethyl group on the emission efficiency of the organic light-emitting diodes were investigated by comparing the energy levels and luminescence efficiency of the three iridium complexes.

Effects of the trifluoromethyl group on the emission efficiency of red phosphorescent iridium(III) complexes

In this work, three novel phosphorescent iridium(III) complexes, namely (PT-TFP)2Ir(tmd), (PT-P)2Ir(tmd), and (MN-TFP)2Ir(tmd), were synthesized. All three complexes were phosphorescent red-emitting diode materials. The main ligands were synthesized by the Suzuki coupling reaction, and comprised an electron donor and an electron acceptor group. Subsequently, the iridium(III) complexes were synthesized by the Nonoyama reaction and their photochemical luminescence properties were investigated by ultraviolet-visible and photoluminescence spectroscopy. The manufactured devices were characterized by current density-voltage-luminance, power efficiency, external quantum efficiency, as well as their electroluminescence spectra. Finally, the effects of the trifluoromethyl group on the emission efficiency of the organic light-emitting diodes were investigated by comparing the energy levels and luminescence efficiency of the three iridium complexes.

Enantioselective Synthesis of α-(Hetero)aryl Piperidines through Asymmetric Hydrogenation of Pyridinium Salts and Its Mechanistic Insights

Enantioselective synthesis of α-aryl and α-heteroaryl piperidines is reported. The key step is an iridium-catalyzed asymmetric hydrogenation of substituted N-benzylpyridinium salts. High levels of enantioselectivity up to 99.3:0.7 er were obtained for a range of α-heteroaryl piperidines. DFT calculations support an outersphere dissociative mechanism for the pyridinium reduction. Notably, initial protonation of the final enamine intermediate determines the stereochemical outcome of the transformation rather than hydride reduction of the resultant iminium intermediate.

Extended Study of Visible-Light-Induced Photocatalytic [4 + 2] Benzannulation: Synthesis of Polycyclic (Hetero)Aromatics

Herein we report an extended study of [4 + 2] benzannulation reactions of 2-(hetero)aryl-substituted anilines with alkynes by visible light photocatalysis. The method requires the use of tBuONO as a diazotizing agent and 0.3 mol % of fac-Ir(ppy)3 as a photocatalyst at room temperature. The reaction proceeded in a chemo- and regioselective manner with high functional group tolerance under mild conditions allowing the preparation of a wide variety of polycyclic (hetero)aromatic compounds, including phenanthrenes, in moderate to high yields. This procedure is amenable to gram-scale synthesis of 9-phenylphenanthrene.

Silyl-protected dioxaborinanes: Application in the Suzuki cross-coupling reaction

The synthesis of a range of novel silyl-protected dioxaborinanes as a column- and bench-stable boron reagent were found to be advantageous to achieving good yields in palladium-catalysed cross-coupling reactions under standard conditions. This journal is The Royal Society of Chemistry.