76759-26-7

Usage

InChI:InChI=1/C15H11N/c1-2-6-13-11-14(9-8-12(13)5-1)15-7-3-4-10-16-15/h1-11H

Upstream product

• 110-86-1 pyridine 
• 14474-59-0 naphthalen-1-yl-lithium 
• 109-72-8 n-butyllithium 
• 90-11-9 1-Bromonaphthalene 
• 102321-47-1 4-hydroxy-4-phenyl-4-[2]pyridyl-butyraldehyde-diethylacetal 
• 109-04-6 2-bromo-pyridine 
• 91-20-3 naphthalene 
• 109-09-1 2-chloropyridine 
• 23456-98-6 1-(1'-naphthyl)-3,3-dimethyltriazen 
• 68716-52-9 1-naphthylboronic acid pinacol ester 
• 612-55-5 2-iodonaphthalene 
• 98-98-6 2-Picolinic acid 
• 90-13-1 1-Chloronaphthalene 
• 13922-41-3 1-Naphthylboronic acid 

Downstream Products

• 1430586-09-6 C₂₁H₁₆N₂O₂S 
• 1609120-86-6 2-(2-(phenylthio)naphthalen-1-yl)pyridine 
• 1085411-83-1 (E)-2-(2-styryl-naphthalen-1-yl)pyridine 
• 1374451-49-6 (phenyl)(1-(pyridin-2-yl)naphthalen-2-yl)methanone 

Relevant academic research and scientific papers

Direct observation of reversible electronic energy transfer involving an iridium center

A cyclometalated iridium complex is reported where the core complex comprises naphthylpyridine as the main ligand and the ancillary 2,2′-bipyridine ligand is attached to a pyrene unit by a short alkyl bridge. To obtain the complex with satisfactory purity, it was necessary to modify the standard synthesis (direct reaction of the ancillary ligand with the chloro-bridged iridium dimer) to a method harnessing an intermediate tetramethylheptanolate-based complex, which was subjected to acid-promoted removal of the ancillary ligand and subsequent complexation. The photophysical behavior of the bichromophoric complex and a model complex without the pendant pyrene were studied using steady-state and time-resolved spectroscopies. Reversible electronic energy transfer (REET) is demonstrated, uniquely with an emissive cyclometalated iridium center and an adjacent organic chromophore. After excited-state equilibration is established (5 ns) as a result of REET, extremely long luminescence lifetimes of up to 225 μs result, compared to 8.3 μs for the model complex, without diminishing the emission quantum yield. As a result, remarkably high oxygen sensitivity is observed in both solution and polymeric matrices.

Two novel orange cationic iridium(III) complexes with multifunctional ancillary ligands used for polymer light-emitting diodes

Two novel orange cationic iridium complexes [(npy)2Ir(o-phen)] PF6 and [(npy)2Ir(c-phen)]PF6 were synthesized. Hnpy: 2-(naphthalen-1-yl)pyridine; o-phen: a 1,10-phenanthroline derivative containing an electron-transporting functional group of 2,5-diphenyl-1,3,4- oxadiazole and a crystallization-resistant tert-butyl functional group; c-phen: a 1,10-phenanthroline derivative containing a hole-transporting functional group of carbazole and a crystallization-resistant 2-ethylhexyl functional group. Both of them are amorphous and possess high thermal stability with 5% weight-reduction temperatures (ΔT5%) of 386°C and 383°C, and glass-transition temperatures (Tg) of 267°C and 195°C respectively. They were used as phosphorescent dopants in polymer light-emitting diodes (PLEDs) fabricated by solution-processed technology with configuration of ITO/PEDOT:PSS/PVK:PBD:iridium complex/TPBI/CsF/Al. At the optimal doping concentration of 2.0 wt%, the corresponding PLEDs exhibited the maximum current efficiencies of 9.1 cd A-1 and 10.0 cd A -1, the maximum external quantum efficiencies of 6.5% and 7.1%, and the maximum luminance of 2314 cd m-2 and 3157 cd m-2 respectively, with the same CIE coordinates of (0.57, 0.40). The results indicate that cationic iridium complexes are promising candidates for PLED applications when they are designed reasonably.

Metal controlled regioselectivity in the cyclometallation of 2-(1-naphthyl)-pyridine

Cyclometallation of 2-(1-naphthyl)-pyridine is described. While cyclopalladation results in a five-membered metallacycle, cycloauration displays a completely orthogonal regioselectivity, resulting in the six-membered ring analogue. Bromination of the gold metallacycle results in the new C-H functionalisation product 2-(8-bromonaphth-1-yl)pyridine. This journal is

Aggregation-induced phosphorescence emission (AIPE) behaviors in PtII(C^N)(N-donor ligand)Cl-type complexes through restrainedD2ddeformation of the coordinating skeleton and their optoelectronic properties

A series of four-coordinated PtII(C^N)(N-donor ligand)Cl-type complexes have been synthesized through combination between C^N-type and N-donor ligands with different sizes. Photophysical features, electrochemical behaviors and electroluminescent (EL) performances have been investigated in detail. Critically, the relationship between the size of organic ligands and aggregation-induced phosphorescence emission (AIPE) behaviors for these PtII(C^N)(N-donor ligand)Cl-type complexes has been characterized. With extending the dimensions of the C^N-type and/or N-donor ligands, the AIPE of these PtII(C^N)(N-donor ligand)Cl-type complexes is more likely to show up with lower H2O volumetric fractions (fw) in the THF solution of these complexes. These unique AIPE experimental results have clearly revealed a new AIE mechanism called restrainedD2ddeformation of the coordinating skeleton of these PtII(C^N)(N-donor ligand)Cl-type complexes from square-planar (D4h) in the ground states to the tetrahedron (Td) skeleton in the excited states. In addition, solution-processed organic light-emitting diodes (OLEDs) based on these AIPE emitters have been fabricated to characterize their EL potential. Impressive EL efficiencies with the maximum external quantum efficiency (ηext) of 25.2%, current efficiency (ηL) of 53.9 cd A?1and power efficiency (ηP) of 43.5 lm W?1can be achieved, indicating great potential of these PtII(C^N)(N-donor ligand)Cl-type AIPE emitters in the field of OLEDs. Importantly, this research has proposed a new AIE mechanism to promote the development of new phosphorescent AIPE complexes with great potential in the field of OLEDs.

Desulfonative Suzuki–Miyaura Coupling of Sulfonyl Fluorides

Sulfonyl fluorides have emerged as powerful “click” electrophiles to access sulfonylated derivatives. Yet, they are relatively inert towards C?C bond forming transformations, notably under transition-metal catalysis. Here, we describe conditions under which aryl sulfonyl fluorides act as electrophiles for the Pd-catalyzed Suzuki–Miyaura cross-coupling. This desulfonative cross-coupling occurs selectively in the absence of base and, unusually, even in the presence of strong acids. Divergent one-step syntheses of two analogues of bioactive compounds showcase the expanded reactivity of sulfonyl fluorides to encompass both S?Nu and C?C bond formation. Mechanistic experiments and DFT calculations suggest oxidative addition occurs at the C?S bond followed by desulfonation to form a Pd-F intermediate that facilitates transmetalation.

Nickel-Catalyzed Reductive 2-Pyridination of Aryl Iodides with Difluoromethyl 2-Pyridyl Sulfone

A novel nickel-catalyzed reductive cross-coupling between aryl iodides and difluoromethyl 2-pyridyl sulfone (2-PySO2CF2H) enables C(sp2)-C(sp2) bond formation through selective C(sp2)-S bond cleavage, which demonstrates the new reactivity of 2-PySO2CF2H reagent. This method employs readily available nickel catalyst and sulfones as cross-electrophile coupling partners, providing facile access to biaryls under mild reaction conditions without pregeneration of arylmetal reagents.

Transition metal complex, polymer, mixture, composition and organic electronic device

The invention discloses a transition metal complex. The complex is represented by general formula (1) shown in the specification, G in the specification is selected from cycloalkane or a cage group, and the cage group is coordinated with a metal center in a monovalent anion form to obtain a more stable complex structure. The transition metal complex provided by the invention is used in an OLED, especially as a luminescent layer doping material, not only can provide higher luminous efficiency and longer device life, but also can improve the brightness and current efficiency of the device, and meanwhile, reduces the starting voltage to prolong the service life of the device.

Pyridylamido hafnium complexes with a silylene bridge: Synthesis and olefin polymerization

The synthesis and characterisation of six novel Cs-symmetric pyridylamido hafnium complexes with a silylene bridge of the type [ArPy(R2Si)NAr′]HfAlk2 are reported. Four complexes have been structurally characterised using single crystal X-ray diffraction. Appreciable differences between the solid state structures of these complexes and the pyridylamido hafnium complexes with a CRR′ bridge were noted. Reactions with B(C6F5)3, [Ph3C][B(C6F5)4] and [HMe2NPh][B(C6F5)4] yielded active catalysts for the homopolymerisations of propene and 1-hexene and ethene/1-octene copolymerization. In spite of the Cs-symmetry of the precatalysts, isotactically enriched polypropylene and poly(1-hexene) were obtained. The fact that the mechanism of the catalyst activation includes the insertion of alkene into the Hf-CAr bond was demonstrated. It was found that the structures of Ar and the R2Si bridge influence the activity, molecular weight capability and 1-octene affinity of the catalysts.

Transition metal complex, polymer, mixture, composition and organic electronic device

The invention discloses a transition metal complex, a polymer, a mixture, a composition and an organic electronic device. The transition metal complex has a structural general formula represented by achemical formula (1), and is simple to synthesize, novel in structure, relatively good in stability, long in service life and good in light emitting performance; the compound represented by the chemical formula (1) is convenient for realizing an efficient, high-brightness and high-stability OLED device, and a relatively good material option is provided for full-color display and illumination application.

Transition metal complex and organic electronic device thereof

The invention discloses a transition metal complex and an organic electronic device thereof. The structure of the transition metal complex is shown as a chemical formula (1). The transition metal complex is used as a light-emitting layer doping material of an organic electronic device, and can improve the light-emitting efficiency and prolong the service life of the device.