4432-94-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-1-(3-bromo-phenyl)-ethanol hydrochloride is used as a therapeutic agent for the treatment of various medical conditions, such as hypertension and neurodegenerative diseases, due to its potential to modulate physiological processes and target specific pathways involved in these conditions.
Used in Research Applications:
2-Amino-1-(3-bromo-phenyl)-ethanol hydrochloride is used as a building block for the synthesis of more complex molecules, enabling the development of novel compounds with potential applications in various fields, including drug discovery and chemical research.
Used in Laboratory Settings:
2-Amino-1-(3-bromo-phenyl)-ethanol hydrochloride is used as a stable and soluble compound for conducting experiments and studies in laboratory settings, thanks to its hydrochloride form, which enhances its stability and solubility.

Upstream product

• 591-50-4 iodobenzene 
• 92-67-1 4-phenylalanine 
• 1591-31-7 4-iodo-biphenyl 
• 122-39-4 diphenylamine 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 84-15-1 o-terphenyl 
• 3878-45-3 triphenylphosphine sulfide 
• 36809-26-4 4-N,N-diphenylamino-1-bromobenzene 
• 71-43-2 benzene 
• 2051-62-9 4'-biphenyl chloride 
• 98-80-6 phenylboronic acid 
• 405201-85-6 [1, 1'-biphenyl]-4-yl dimethylsulfamate 
• 92-93-3 1-phenyl-4-nitrobenzene 
• 426-58-4 (trifluoromethylsulfonyl)benzene 

Downstream Products

• 134008-76-7 N,N’-bis(biphenyl-4-yl)-N,N’-diphenylbenzidine 
• 149676-04-0 4,4'-((4-phenyl)phenylamino)dibenzaldehyde 
• 503299-24-9 N-(4-bromophenyl)-N-phenyl-[1,1’-biphenyl]-4-amine 
• 884530-69-2 N,N-bis(4-bromophenyl)-[1,1’-biphenyl]-4-amine 
• 1196680-31-5 N-(biphenyl-4-yl)-4″-(9H-carbazol-9-yl)-N-phenyl-[1,1′,4′,1″]terphenyl-4-amine 
• 1084334-86-0 (4-([1,1’-biphenyl]-4-yl(phenyl)amino)phenyl)boronic acid 
• 1204829-15-1 C₃₈H₂₃F₁₂N₅O₄ 

Relevant academic research and scientific papers

Zero-Overlap Fluorophores for Fluorescent Studies at Any Concentration

Fluorophores are powerful tools for the study of chemistry, biology, and physics. However, fluorescence is severely impaired when concentrations climb above 5 μM as a result of effects like self-absorption and chromatic shifts in the emitted light. Herein, we report the creation of a charge-transfer (CT) fluorophore and the discovery that its emission color seen at low concentrations is unchanged even at 5 mM, some 3 orders of magnitude beyond typical limits. The fluorophore is composed of a triphenylamine-substituted cyanostar macrocycle, and it exhibits a remarkable Stokes shift of 15 ?000 cm-1 to generate emission at 633 nm. Crucial to the performance of this fluorophore is the observation that its emission spectrum shows near-zero overlap with the absorption band at 325 nm. We propose that reducing the spectral overlap to zero is a key to achieving full fluorescence across all concentrations. The triphenylamine donor and five cyanostilbene acceptor units of the macrocycle generate an emissive CT state. Unlike closely related donor-acceptor control compounds showing dual emission, the cyanostar framework inhibited emission from the second state to create a zero-overlap fluorophore. We demonstrated the use of emission spectroscopy for characterization of host-guest complexation at millimolar concentrations, which are typically the exclusive domain of NMR spectroscopy. The binding of the PF6- anion generates a 2:1 sandwich complex with blue-shifted emission. Distinct from twisted intramolecular charge-transfer (TICT) states, experiment-supported density functional theory shows a 67° twist inside an acceptor unit in the CT state instead of displaying a twist between the donor and acceptor; it is TICT-like. Inspired by the findings, we uncovered similar concentration-independent behavior from a control compound, strongly suggesting this behavior may be latent to other large Stokes-shift fluorophores. We discuss strategies capable of generating zero-overlap fluorophores to enable accurate fluorescence characterization of processes across all practical concentrations.

Conjugation-Induced Rigidity in Twisting Molecules: Filling the Gap between Aggregation-Caused Quenching and Aggregation-Induced Emission

Conjugation-induced rigidity in twisting molecules provides a new facile but effective avenue toward solution and solid dual-state efficient luminogens. While conjugation rigidifies the molecular conformations in solution, the twisting structure prevents or alleviates detrimental close molecular packing in the solid states, thus synergistically yielding high efficiencies in both solution and solid states.

Nickel-Catalyzed Direct Cross-Coupling of Aryl Sulfonium Salt with Aryl Bromide

The direct cross-couplings of aryl sulfonium salts with aryl halides could be achieved by using nickel as a reaction catalyst. The reactions proceeded efficiently via C-S bond activation in the presence of magnesium turnings and lithium chloride in THF at ambient temperature to afford the corresponding biaryls in moderate to good yields, potentially serving as an attractive alternative to conventional cross-coupling reactions employing preprepared organometallic reagents.

SOLVENT-FREE CROSS-COUPLING REACTION, AND PRODUCTION METHOD USING SAID REACTION

Disclosed is a cross-coupling reaction method which forms a chemical bond selected from C—N, C—B, C—C, C—O and C—S bonds, the method comprising: preparing an aromatic compound (1) having a leaving group;preparing a compound (2) capable of undergoing a cross-coupling reaction selected from an aromatic amino compound (2-1), a diboronic acid ester or the like (2-2), an aromatic boronic acid or the like (2-3), an aromatic compound (2-4) having a hydroxyl group and an aromatic compound (2-5) having a thiol group; andperforming a cross-coupling reaction of the compound (1) with the compound (2) in the presence of a palladium catalyst, a base and a compound (4) having a carbon-carbon double bond or a carbon-carbon triple bond, in the absence of a solvent.

Nickel(II)/N-Heterocyclic Carbene Catalyzed Desulfinylative Arylation by C?S Cleavage of Aryl Sulfoxides with Phenylboronic Acids

Suzuki-Miyaura coupling of haloarenes is the most widely used protocol for the synthesis of biphenyls. Organosulfur compounds are promising electrophiles since they are abundant in nature and versatile in organic synthesis. We report here the desulfinylative Suzuki-Miyaura coupling of aryl sulfoxides with phenylboronic acids using bench-stable nickel/5-(2,4,6-triisopropylphenyl)imidazolylidene[1,5-a]pyridines as the catalyst. The ligands are readily prepared from common commercial chemicals. The method is applicable to both symmetric and unsymmetric aryl sulfoxides, and a range of biphenyls bearing various functional groups were obtained in up to 94% yield. (Figure presented.).

Organic electroluminescent compound, preparation method thereof and organic electroluminescent device

The invention discloses an organic electroluminescent compound, and the structural formula of the organic electroluminescent compound is shown in the specification. The invention also discloses a preparation method of the organic electroluminescent compound, and the organic electroluminescent compound is used for preparing an organic electroluminescent device, and the prepared organic electroluminescent device shows high luminous efficiency and long service life. Driving voltage is reduced.

Three series π-extended fluorescent compounds based on dehydroabietic acid triarylamine moiety: Syhthesis, photophysical properties and hole transporting properties

Fluorescent compounds based on a dehydroabietic acid skeleton with favorable photophysical properties show promise for use as the hole-transporting layer in organic light-emitting diodes (OLEDs). In this work, we report the synthesis of three series of compounds (15 in total), series 1 (1a–1e), series 2 (2a–2e), and series 3 (3a–3e), by linking polycyclic aromatic hydrocarbons (PAHs) to dehydroabietic acid-based triaryamine moiety through C-C coupling reactions. The three series of compounds exhibited ultraviolet absorption, fluorescence emission, electrochemical, and thermal properties, as well as highest occupied molecular orbital levels and energy gaps that made them suitable for use as hole-transporting materials. OLEDs with 1a, 2a, or 3d as a hole-transporting layer showed better performance in terms of maximum brightness, turn-on voltage, maximum of external quantum efficiency, maximum luminous efficiency and power efficiency than that of a comparable device based on a conventional hole-transporting material. In particular, the device with 1a exhibited the most promising performance, with a high maximum brightness of 21445 cd/m2, low turn-on voltage of 2.8 V, maximum of external quantum efficiency of 1.62%, maximum luminance efficiency of 4.9 cd/A, and maximum power efficiency 3.7lm/W. The present work highlights the potential of π-extended compounds based on dehydroabietic acid for use in luminescent material applications.

Mixed er-NHC/phosphine Pd(ii) complexes and their catalytic activity in the Buchwald-Hartwig reaction under solvent-free conditions

A series of novel (NHC)PdCl2-PR3 complexes were synthesized and fully characterized by 1H, 13C, 31P NMR and FT-IR spectroscopy. These complexes showed high catalytic activity toward solvent-free Buchwald-Hartwig amination. Both primary and secondary amines were efficiently utilized under the same reaction conditions. The solvent-free synthesis of valuable N-aryl carbazoles and similar N-heterocyclic systems was described.

Suzuki–Miyaura Coupling of (Hetero)Aryl Sulfones: Complementary Reactivity Enables Iterative Polyaryl Synthesis

Ideal organic syntheses involve the rapid construction of C?C bonds, with minimal use of functional group interconversions. The Suzuki–Miyaura cross-coupling (SMC) is a powerful way to form biaryl linkages, but the relatively similar reactivity of electrophilic partners makes iterative syntheses involving more than two sequential coupling events difficult to achieve without additional manipulations. Here we introduce (hetero)aryl sulfones as electrophilic coupling partners for the SMC reaction, which display an intermediate reactivity between those of typical aryl (pseudo)halides and nitroarenes. The new complementary reactivity allows for rapid sequential cross-coupling of arenes bearing chloride, sulfone and nitro leaving groups, affording non-symmetric ter- and quateraryls in only 2 or 3 steps, respectively. The SMC reactivity of (hetero)aryl sulfones is demonstrated in over 30 examples. Mechanistic experiments and DFT calculations are consistent with oxidative addition into the sulfone C?S bond as the turnover-limiting step. The further development of electrophilic cross-coupling partners with complementary reactivity may open new possibilities for divergent iterative synthesis starting from small pools of polyfunctionalized arenes.

Solvent-free mechanochemical Buchwald-Hartwig amination of aryl chlorides without inert gas protection

A solvent-free Buchwald-Hartwig amination had been developed under high-speed ball-milling conditions, which afforded the desired products with moderate to high yields. The addition of sodium sulfate was found to be crucial for improving both the performance and the reproducibility. Comparative solvent-free stirring experiments implicated the importance of mechanical interaction for the transformation, and the inert gas was proved to be unnecessary for this amination.