109306-86-7

Usage

Uses

Used in Pharmaceutical Research:
2-(2-Bromophenyl)pyridine is utilized as a key intermediate in the synthesis of various pharmaceutical compounds for its unique structural features and biological activity. Its presence in drug molecules can contribute to desired pharmacological properties, making it an essential component in drug development.
Used in Organic Synthesis:
As a building block in organic synthesis, 2-(2-Bromophenyl)pyridine is employed to construct more complex organic compounds. Its versatile structure allows for further functionalization and modification, facilitating the creation of a wide range of chemical entities with potential applications in various fields.
Used in Chemical Research:
In the realm of chemical research, 2-(2-Bromophenyl)pyridine serves as a model compound for studying reaction mechanisms, exploring new synthetic routes, and understanding the properties of related compounds. Its unique structure and reactivity make it a valuable tool for advancing knowledge in chemistry.
Used in Material Science:
2-(2-Bromophenyl)pyridine may also find applications in material science, where its structural features could be leveraged to develop new materials with specific properties. For instance, its potential use in the design of organic semiconductors or as a component in the synthesis of advanced polymers could be explored.

Upstream product

• 1008-89-5 2-phenylpyridine 
• 372492-47-2 2-(o-deuteriophenyl)pyridine 
• 109-04-6 2-bromo-pyridine 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 615-36-1 2-bromoaniline 
• 1404120-25-7 naphthalen-2-yl(2-(pyridin-2-yl)phenyl)methanol 
• 1404120-26-8 naphthalen-1-yl(2-(pyridin-2-yl)phenyl)methanol 
• 1404120-27-9 (2-(pyridin-2-yl)phenyl)(o-tolyl)methanol 
• 1404120-28-0 biphenyl-4-yl(2-(pyridin-2-yl)phenyl)methanol 
• 1312618-04-4 methyl 4-(hydroxy(2-(pyridin-2-yl)phenyl)methyl)benzoate 
• 1404120-29-1 (4-methoxyphenyl)(2-(pyridin-2-yl)phenyl)methanol 
• 1404120-30-4 (4-fluorophenyl)(2-(pyridin-2-yl)phenyl)methanol 
• 1404120-31-5 (4-chlorophenyl)(2-(pyridin-2-yl)phenyl)methanol 
• 1404120-32-6 (4-bromophenyl)(2-(pyridin-2-yl)phenyl)methanol 

Downstream Products

• 372492-47-2 2-(o-deuteriophenyl)pyridine 
• 1064057-51-7 (2-ph-py)BMes₂ 
• 897440-09-4 2-(2,6-dibromophenyl)pyridine 
• 1103534-62-8 Rh(C₁₁H₈N)Br₂(P(C₆H₅)3)2 
• 1103534-56-0 [RhBr(C₅H₄NC₆H₄)(P(C₆H₅)3)2]⁽¹⁺⁾*PF₆^(1-)=[RhBr(C₅H₄NC₆H₄)(P(C₆H₅)3)2]PF₆ 
• 74764-51-5 2-(pyridine-2-yl)benzonitrile 
• 1241919-78-7 N-phenyl-N-(2-(pyridin-2-yl)phenyl)acetamide 
• 1237588-10-1 2-(2'-pyridyl)(di(1-adamantyl)phosphino)benzene 
• 1232366-70-9 C₂₃H₈BF₁₀N 
• 897440-10-7 1-iodo-2-pyridinylbenzene 
• 1345883-46-6 C₁₁H₇BrN₂O₂ 
• 1312618-03-3 (2-(pyridin-2-yl)phenyl)(4-(trifluoromethyl)phenyl)methanol 
• 1008-89-5 2-phenylpyridine 
• 349-95-1 4-(trifluoromethyl)benzylic alcohol 

Relevant academic research and scientific papers

Aryl-Fluoride Bond-Forming Reductive Elimination from Nickel(IV) Centers

The treatment of pyridine- and pyrazole-ligated NiII σ-aryl complexes with Selectfluor results in C(sp2)-F bond formation under mild conditions. With appropriate design of supporting ligands, diamagnetic NiIV σ-aryl fluoride intermediates can be detected spectroscopically and/or isolated during these transformations. These studies demonstrate for the first time that NiIV σ-aryl fluoride complexes participate in challenging C(sp2)-F bond-forming reductive elimination to yield aryl fluoride products.

Co(III)-catalyzed C-H activation/formal SN-type reactions: Selective and efficient cyanation, halogenation, and allylation

The first cobalt-catalyzed cyanation, halogenation, and allylation via C-H activation have been realized. These formal SN-type reactions generate valuable (hetero)aryl/alkenyl nitriles, iodides, and bromides as well as allylated indoles using a bench-stable Co(III) catalyst. High regio- and mono-selectivity were achieved for these reactions. Additionally, allylation proceeded efficiently with a turnover number of 2200 at room temperature, which is unprecedented for this Co(III) catalyst. Alkenyl substrates and amides have been successfully utilized in CpCo(III)-catalyzed C-H activation for the first time.

Directed C?H Activation and Tandem Cross-Coupling Reactions Using Palladium Nanocatalysts with Controlled Oxidation

Controlled oxidation of palladium nanoparticles provided high-valent PdIV oxo-clusters which efficiently promote directed C?H halogenation reactions. In addition, palladium nanoparticles can undergo changes in oxidation states to provide both high-valent PdIV and low-valent Pd0 species within one system, and thus a tandem reaction of C?H halogenation and cross-coupling (C?N, C?C, and C?S bond formation) was successfully established.

Isolation of Homoleptic Dicationic Tellurium and Monocationic Bismuth Analogues of Non-N-Heterocyclic Carbene Derivatives

The first examples of Te analogues of non-N-heterocyclic carbene (non-NHC) derivatives, [(ppy)2Te]·2ClO4, [4]·2ClO4, and[(ppy)2Te]·2OTf, [5]·2OTf [where ppy = 2-(2′-pyridyl)phenyl and Tf = O2SCF3] are reported by the metathesis reaction of diorganoiodotelluronium(IV) cation, [(ppy)2TeI]·I3, [3]·I3, with AgClO4 and AgOTf, respectively. The metathesis reaction of ppyTeCl3, 6, with an excess of AgClO4 resulted in the isolation of [ppyTe(μ-O)]2·2ClO4, [8]·2ClO4. The reaction of triorganotelluronium(IV) cation [(ppy)3Te]·Br, [10]Br, with K2PdCl4 afforded [(ppy)2TeCl]·[(ppy)PdCl2], 11. The generality of the "ppy" group on stabilizing other main-group non-NHC analogues has been further established by synthesizing the second example of a Bi analogue of a non-NHC derivative, namely, bismuthenium ion, [(ppy)2Bi]·Cl, [12]·Cl, using the same aryl group. All of the synthesized compounds are unambiguously authenticated by single-crystal X-ray diffraction studies. DFT calculations [natural bond orbital (NBO), atoms in molecules (AIM), and electron localization function (ELF)] indicate that the stability of the non-NHC carbenoids relies on the σ-hole participation of the Te/Bi atom with the strong intramolecular coordination ability of the pyridyl N atom of the aryl substituent.

Chelating N-heterocyclic carbene alkoxide as a supporting ligand for PdII/IV C-H bond functionalization catalysis

(Chemical Equation Presented) A PdIV complex that represents a viable catalytic intermediate in Pd-catalyzed C-H bond halogenation reactions has been isolated and structurally characterized. It contains the first examples of both a PdIV NHC bond and a PdIV alkoxide bond and serves as a precatalyst for C-H bond halogenation. As such, this represents a new class of tunable supporting ligand systems in PdIV catalysis.

Selective N -Chelation-directed C-H activation reactions catalyzed by pd(II) nanoparticles supported on multiwalled carbon nanotubes

N-Chelation-directed C-H activation reactions that utilize the Pd(II)/Pd(IV) catalytic cycle have been previously reported. To date, these reactions employ only homogeneous palladium catalysts. The first use of a solid-supported Pd(II) catalyst [Pd(II) nanoparticles on multiwalled carbon nanotubes, Pd(II)/MWCNT] to carry out N-chelation-directed C-H to C-O, C-Cl, and C-Br transformations is reported. The results presented demonstrate that the solid-supported Pd(II)/MWCNT catalyst can effectively catalyze C-H activation reactions using the Pd(II)/Pd(IV) catalytic cycle.

Structure–activity comparison in palladium–N–heterocyclic carbene (NHC) catalyzed arene C[sbnd]H activation- functionalization

A simple and efficient C[sbnd]H activation catalyst was identified through a model structure-activity screening applied to a noncooperative, nonsymmetric bimetallic palladium(II)-N-heterocyclic carbene complex. Mechanistic studies based on kinetics and DOSY NMR spectroscopy provided the origin of the higher efficiency of the identified catalyst.

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.

Chelating Bis-N-heterocyclic Carbene-Palladium(II) Complexes for Oxidative Arene C-H Functionalization

Bis-N-heterocyclic carbene (NHC)-chelated palladium(II) complexes have been synthesized, characterized fully including single-crystal X-ray structural analyses, and utilized for the first time toward catalytic oxidative C-H functionalization of arenes with PhI(OAc)2 and N-bromosuccinimide. (Figure Presented).

Tris-NHC-propagated self-supported polymer-based Pd catalysts for heterogeneous C-H functionalization

Three-dimensionally propagated imidazolium-containing mesoporous coordination polymer and organic polymer-based platforms were successfully exploited to develop single-site heterogenized Pd-NHC catalysts for oxidative arene/heteroarene C-H functionalization reactions. The catalysts were efficient in directed arene halogenation, and nondirected arene and heteroarene arylation reactions. High catalytic activity, excellent heterogeneity and recyclability were offered by these systems making them promising candidates in the area of heterogeneous C-H functionalization, where efficient catalysts are still scarce.