4373-60-8

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InChI:InChI=1/C11H8BrN/c12-10-5-3-4-9(8-10)11-6-1-2-7-13-11/h1-8H

Upstream product

• 109-04-6 2-bromo-pyridine 
• 89598-96-9 (3-bromophenyl)boronic acid 
• 5029-67-4 2-iodopyridine 
• 108-36-1 1,3-dibromobenzene 
• 17997-47-6 2-tri-n-butylstannylpyridine 
• 591-18-4 1-Bromo-3-iodobenzene 
• 2142-63-4 1-(3-Bromophenyl)ethanone 
• 109-76-2 Trimethylenediamine 
• 89694-45-1 5-bromo-2-methoxyphenylboronic acid 
• 98-98-6 2-Picolinic acid 
• 108-86-1 bromobenzene 
• 110-86-1 pyridine 
• 10269-01-9 3-bromobenzylamine 
• 197958-29-5 pyridin-2-ylboronic acid 

Downstream Products

• 453530-49-9 2-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]pyridine 
• 1228568-74-8 2-(3-bromo-phenyl)-piperidine 
• 1245636-12-7 2-(5-bromo-2-chlorophenyl)pyridine 
• 1195072-76-4 N-(4-chloro-3-(pyridin-2-yl)phenyl)benzamide 
• 879085-55-9 vismodegib 
• 879088-41-2 4-chloro-3-(pyridin-2-yl)benzeneamine 
• 1437996-46-7 2-(3-n-butylphenyl)pyridine 

Relevant academic research and scientific papers

The dependence of oxygen sensitivity on the molecular structures of Ir(iii) complexes and their application for photostable and reversible luminescent oxygen sensing

Three Ir(iii) complexes IrC1, IrC2, and IrC3 substituted with 4-(diphenylamino)phenyl (TPA), 4-(9H-carbazol-9-yl)phenyl (Cz1), and 9-phenyl-9H-carbazol-3-yl (Cz2) moieties were prepared and fully characterized as phosphorescent emitters. In comparison with Ir(ppy)3, introduction of TPA, Cz1, and Cz2 moieties strongly improved the oxygen sensitivities of IrC1-IrC3. Short-decayed IrC1 with I0/I100 of 168.6 and KappSV of 202.2 bar-1 in THF exhibited the highest sensitivity for oxygen. TPA and Cz moieties caused remarkable collision radius variations of the Ir(iii) complexes with 2.13 ± 0.08 for σIrC1/σIr(ppy)3, 1.24 ± 0.06 for σIrC2σIr(ppy)3, and 1.54 ± 0.08 for σIrC3σIr(ppy)3. For demonstrating the dependence of oxygen sensitivity on the molecular structure of the oxygen-sensitive probes (OSPs), the delocalization of spin populations (DSPs) has been applied for the first time to confirm the collision radius variations of Ir(iii) complexes. Remarkable DSPs were found on the TPA, Cz1, and Cz2 moieties with the spin population (percentage of the spin population) of 0.23210 (11.61%), 0.08862 (4.43%), and 0.13201 (6.60%), respectively. And strong linear correlations (R2 = 0.997) between the collision radius variations and spin population on TPA and Cz moieties were apparent. The DSPs could be used to describe the dependence of oxygen sensitivity on the molecular structure of the OSPs. For achieving real-time oxygen sensing, the photostability, oxygen sensing performance, and operational stability of IrC1-IrC3 and Ir(ppy)3 immobilized in ethyl cellulose (EC) were investigated. The IrC1-EC film demonstrated outstanding photostability after 60 min of irradiation and excellent operational stability for continuous oxygen monitoring with no attenuation of the original emission intensity in 4000 s. This study quantified and analyzed the dependence of oxygen sensitivity on the molecular structure of Ir(iii) complexes for the first time and illustrated a feasible approach to achieve high-efficiency sensors for real-time monitoring of oxygen.

The influence of molecular structure on collision radius for optical sensing of molecular oxygen based on cyclometalated Ir(iii) complexes

Three triphenylamine (TPA) substituted cyclometalated Ir(iii) complexes IrA1, IrA2, and IrA3 based on Ir(ppy)3 were synthesized and applied as phosphorescent probes for the monitoring of molecular oxygen. The phosphorescence intensity of all the Ir(iii) complexes in tetrahydrofuran (THF) was gradually quenched with an increase of oxygen concentration. The increase of TPA substituents on the meta-position of 2-phenylpyridine (IrA1-IrA3) gradually improved the oxygen sensitivity of cyclometalated Ir(iii) complexes. IrA3 showed the highest oxygen sensitivity in THF with a KappSV of 204.8 bar?1 and a limit of detection (LOD) of 0.27 mbar. The relationship between molecular structure and the collision radiuses (σ) of all the Ir(iii) complexes has been investigated on the basis of the Demas model and the fundamental expression of luminescence quenching systems by oxygen. The ratio of collision radiuses are σIrA1/σIr(ppy)3 = 1.27 ± 0.05, σIrA2/σIr(ppy)3 = 1.72 ± 0.10, and σIrA3/σIr(ppy)3 = 2.13 ± 0.07, respectively. The introduction and increase of TPA substituents can obviously increase the collision radiuses of cyclometalated Ir(iii) complexes which leading to potential oxygen sensitivity. And the incremental effect of collision radiuses caused by the introduction of TPA substituents resulted in outstanding oxygen sensitivity of IrA3. The results demonstrate for the first time evidence between molecular structure and oxygen sensitivity of the emitters for optical sensing.

Recyclable Ruthenium Catalyst for Distal meta-C?H Activation

We disclose the unprecedented hybrid-ruthenium catalysis for distal meta-C?H activation. The hybrid-ruthenium catalyst was recyclable, as was proven by various heterogeneity tests, and fully characterized with various microscopic and spectroscopic techniques, highlighting the physical and chemical stability. Thereby, the hybrid-ruthenium catalysis proved broadly applicable for meta-C?H alkylations of among others purine-based nucleosides and natural product conjugates. Additionally, its versatility was further reflected by meta-C?H activations through visible-light irradiation, as well as para-selective C?H activations.

Photostable Fluorophenyl-Substituted Cyclometalated Platinum(II) Emitters for Monitoring of Molecular Oxygen in Real Time

The effects of fluorophenyl substituents on the photoluminescence, redox properties, and oxygen sensing behaviors of the cyclometalated Pt(II) complexes are reported. The Pt(II) complexes with fluorophenyl substituents at the para position on the phenyl r

Preparation method and application of tetradentate platinum (II) complex

The invention relates to a preparation method and application of a novel tetradentate platinum (II) complex, and belongs to the field of OLED (organic light-emitting diode) materials. The complex has a structural formula shown in the specification, and is

Manipulating MLCT transition character with ppy-type four-coordinate organoboron skeleton for highly efficient long-wavelength Ir-based phosphors in organic light-emitting diodes

Inspired by the intriguing optoelectronic characteristics of the 2-phenylpyridine-type (ppy-type) four-coordinate organoboron skeleton, we envisage a molecular design strategy by manipulating the MLCT transition character to develop high-performance long-wavelength Ir-based phosphors with a ppy-type four-coordinate organoboron skeleton for organic light-emitting diodes (OLEDs). Three ppy-type cyclometalated Ir(iii) complexes are successfully prepared.IrOBNandIrPBNexhibit the expected long-wavelength phosphorescent emission at 620 and 604 nm, respectively, due to the electron-accepting ability of the pyridine coordinated with the boron atom (pyd(B)) in extending the π-conjugated length for the LUMO, thus leading to stabilization of the LUMO. Interestingly,IrMBNshows a green phosphorescence at 514 nm. The more electron-deficient pyd(B) inIrMBNleads to a reorganized and localized LUMO distribution pattern mainly on pyd(B) rather than the pyridine coordinated with the Ir atom (pyd(Ir)), shortening the π-conjugation length for the LUMO, hence resulting in an elevated LUMO. Benefiting from the high rigidity of the ppy-type four-coordinate organoboron skeleton, these three ppy-type cyclometalated Ir(iii) complexes show high PLQY (ca.0.6-1). Beneficially, we can achieve impressive electroluminescence (EL) performance based onIrPBNwith the highest efficiencies of a maximum external quantum efficiency (ηext) of 26.0%, a maximum current efficiency (ηL) of 42.0 cd A?1, and a maximum power efficiency (ηP) of 38.5 lm W?1, respectively. All these excellent results convincingly demonstrate the effectiveness of our molecular design strategy and the great potential of the ppy-type four-coordinate organoboron skeleton in developing high-performance Ir-based phosphors.

Chromium-Catalyzed Reductive Cleavage of Unactivated Aromatic and Benzylic C-O Bonds

Reductive cleavage of aromatic and benzylic C-O bonds by chromium catalysis is reported. This deoxygenative reaction was promoted by low-cost CrCl 2precatalyst combined with poly(methyl hydrogen siloxane) as the mild reducing agent, providing a strategy in forming reduced motifs by cleavage of unactivated C-O bonds. A range of functional groups such as bromide, chloride, fluoride, hydroxyl, amino, and alkoxycarbonyl can be retained in the reduction.

Electron transport material, preparation method thereof and organic light-emitting device

The invention discloses an electron transport material, a preparation method thereof and an organic light-emitting device, and belongs to the technical field of chemical and organic light-emitting materials, in the structural general formula of the electron transport material, m and n are independently 0 or 1, and m and n are not 0 at the same time; W, Q and Z are independently C or N, and at least one of W, Q and Z is N; X and Y are independently O or S. By introducing a benzoheterocycle rigid structure, the electron transport material provided by the invention has good film-forming property and thermal stability. The electron transport material provided by the invention has high electron injection and movement rates. The electron transport material can improve the electron transport efficiency from an electron transport layer to a light-emitting layer, thereby improving the light-emitting efficiency of a device, reducing the driving voltage of the device, and enhancing the durability of the obtained organic light-emitting device.

Preparation method and application of a class of cyclometalated platinum coordination compounds

The invention discloses a preparation method and application of a class of cyclometalated platinum coordination compounds, and belongs to the field of phosphorescent materials. According to the invention, seven platinum coordination compounds are synthesi

BLUE AND NARROW BAND GREEN AND RED EMITTING METAL COMPLEXES

The present invention includes tetradentate platinum (II) complexes for narrow band green and red phosphorescent emitters. The present invention also includes blue emitting metal complexes with six-membered chelate rings based on fused carbazole. The pres