51044-13-4

Usage

Uses

Used in Chemical Synthesis:
(4-BROMOBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE is used as a precursor in the chemical synthesis of potential single isomers of buckybowls and carbon nanotubes. Its unique structure allows for the formation of these complex and highly valuable materials, which have a wide range of applications in various industries.
Used in Nanotechnology:
In the field of nanotechnology, (4-BROMOBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE is used as a key component in the development of advanced materials, such as carbon nanotubes. These materials exhibit exceptional mechanical, electrical, and thermal properties, making them highly sought after for use in electronics, energy storage, and other high-tech applications.
Used in Pharmaceutical Research:
(4-BROMOBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE may also find applications in the pharmaceutical industry, where it can be used as a starting material for the synthesis of novel drugs or drug delivery systems. Its unique chemical properties make it a promising candidate for the development of new therapeutic agents.
Used in Material Science:
In material science, (4-BROMOBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE can be utilized in the creation of new materials with specific properties, such as improved conductivity, strength, or thermal stability. These materials can be applied in various industries, including aerospace, automotive, and electronics.

InChI:InChI=1/C25H21BrP.BrH/c26-22-18-16-21(17-19-22)20-27(23-10-4-1-5-11-23,24-12-6-2-7-13-24)25-14-8-3-9-15-25;/h1-19H,20H2;1H/q+1;/p-1

Upstream product

• 589-15-1 1-bromomethyl-4-bromobenzene 
• 603-35-0 triphenylphosphine 
• 106-38-7 para-bromotoluene 
• 873-75-6 4-bromobenzenemethanol 
• 1122-91-4 4-bromo-benzaldehyde 
• 6399-81-1 triphenylphosphine hydrobromide 

Downstream Products

• 57439-07-3 4-(3-Ethyl-1-pentyl)benzoesaeure 
• 57438-71-8 4-(2-n-Butyl-1-hexen-1-yl)brombenzol 
• 57439-05-1 4-(2-n-Propyl-1-heptyl)benzoesaeure 
• 57438-72-9 1-bromo-4-(cyclohexylidenemethyl)benzene 
• 27530-75-2 cis,trans-1,2-Di(4-brom-benzyliden)-cyclohexan 
• 27530-75-2 C₂₀H₁₈Br₂ 
• 57438-69-4 4-bromo(2-ethylbut-1-en-1-yl)benzene 
• 153226-97-2 (Z)-4-<2-(4-bromophenyl)ethenyl>pyridine 
• 17559-71-6 (E)-2-(4-bromophenyl)-1-(1-methyl-2-pyrrolyl)ethene 
• 265137-30-2 C₃₁H₂₆Br₂ 
• 353739-79-4 (Z)-1-[2-(4-bromo-phenyl)]-biphenyl-ethene 
• 42834-34-4 1-(4-pyridyl)-2-(4-bromophenyl)ethylene 
• 7560-36-3 4-nitro-4'-bromostilbene 
• 4714-24-3 1-bromo-4-styrylbenzene 

Relevant academic research and scientific papers

Synthesis, structure and properties of a new two-photon photopolymerization initiator

A new two-photon free-radical photopolymerization initiator, (E,E)-4-{2-[p′-(N,N-di-n-butylamino)stilben-p-yl]vinyl} pyridine (abbreviated to DBASVP), has been synthesized. Quantum chemistry calculations showed that the new initiator possesses a large delocalized π electron system, a large change in dipole moment on transition to the excited state anda large transition moment. The calculated two-photon absorption cross-section is as high as 881.34 × 10-50 cm4 s photon-1. The single-photon and two-photon absorption and fluorescence properties in various solvents have been investigated carefully. The new initiator exhibits outstanding solvent-sensitivity, which experimentally interprets the excellent electron delocalized properties of the molecule. A microstructure has been fabricated under irradiation at 800 nm using a 200 fs, 76 MHz Ti:sapphire femtosecond laser.

One-Step Synthesis of Triphenylphosphonium Salts from (Het)arylmethyl Alcohols

Two approaches for the synthesis of substituted phosphonium salts from easily available benzyl alcohols and their heterocyclic analogs have been developed. The developed protocols are complementary: the direct mixing of alcohol, trimethylsilyl bromide, and triphenylphosphine in 1,4-dioxane followed by heating at 80 °C was found to be more efficient for acid-sensitive substrates, such as salicyl or furfuryl alcohols as well as secondary benzyl alcohols, while a one-pot procedure including sequential addition of trimethylsilyl bromide and triphenylphosphine gave higher yields for benzyl alcohols bearing electroneutral or electron-withdrawing substituents.

Novel indole-based photosensitizers coupled with PEG-HEC quasi-solid-state electrolyte to improve energy conversion and stability of organic dyes based-dye sensitized solar cells

A series of novel Indole based organic dyes were synthesized and coupled with a Poly-ethylene glycol-Hydroxy ethyl cellulose quasi-solid-state-electrolyte (PEG-HEC QSSE) polymer blended iodine electrolyte to obtain a metal-free dye-based dye-sensitized so

Reactions of benzyltriphenylphosphonium salts under photoredox catalysis

The development of benzyltriphenylphosphonium salts as alkyl radical precursors using photoredox catalysis is described. Depending on substituents, the benzylic radicals may couple to form C-C bonds or abstract a hydrogen atom to form C-H bonds. A natural product, brittonin A, was also synthesized using this method.

Substituted dienes prepared from betulinic acid – Synthesis, cytotoxicity, mechanism of action, and pharmacological parameters

A set of new substituted dienes were synthesized from betulinic acid by its oxidation to 30-oxobetulinic acid followed by the Wittig reaction. Cytotoxicity of all compounds was tested in vitro in eight cancer cell lines and two noncancer fibroblasts. Almost all dienes were more cytotoxic than betulinic acid. Compounds 4.22, 4.30, 4.33, 4.39 had IC50 below 5 μmol/L; 4.22 and 4.39 were selected for studies of the mechanism of action. Cell cycle analysis revealed an increase in the number of apoptotic cells at 5 × IC50 concentration, where activation of irreversible changes leading to cell death can be expected. Both 4.22 and 4.39 led to the accumulation of cells in the G0/G1 phase with partial inhibition of DNA/RNA synthesis at 1 × IC50 and almost complete inhibition at 5 × IC50. Interestingly, compound 4.39 at 5 × IC50 caused the accumulation of cells in the S phase. Higher concentrations of tested drugs probably inhibit more off-targets than lower concentrations. Mechanisms disrupting cellular metabolism can induce the accumulation of cells in the S phase. Both compounds 4.22 and 4.39 trigger selective apoptosis in cancer cells via intrinsic pathway, which we have demonstrated by changes in the expression of the crucial apoptosis-related protein. Pharmacological parameters of derivative 4.22 were superior to 4.39, therefore 4.22 was the finally selected candidate for the development of anticancer drug.

The role of electron-transporting Benzo[f]quinoline unit as an electron acceptor of new bipolar hosts for green PHOLEDs

We prepared three new compounds [3,6-di(9H-carbazol-9-yl)phenanthrene (3,6-DCP), 2,9-di(9H-carbazol-9-yl)benzo[f]quinoline (2,9-DCBQ), and 3,9-di(9H-carbazol-9-yl)benzo[f]-quinoline (3,9-DCBQ)] containing phenanthrene or benzo[f]quinoline as an electron-withdrawing moiety and a carbazole as electron-donating moiety, respectively, as bipolar hosts for green phosphorescent organic light emitting diodes (PHOLEDs). We intentionally substituted nitrogen atom to the C-3 position of phenanthrene moiety to prepare benzo[f]quinolinegroup. And, we found that it allowed better electron transporting behavior than the phenanthrene moiety. Meanwhile, the benzo[f]quinoline/phenanthrene core moieties significantly improved the thermal stability of those host materials, which exhibited glass transition and decomposition temperatures of 132–139 and 395–427 °C, respectively. The green PHOLEDs which were fabricated with those host materials showed the lowest operating voltage of 4.7 V at 1000 cd/m2 when we used 3,9-DCBQ. Very interestingly, it has an asymmetric structure with completely separated HOMO and LUMO in space. In contrast, 3,6-DCP having phenanthrene and carbazole moieties showed much higher operating voltage of 6.1 V which imply that replacing nitrogen at the C-3 position of phenanthrene improves carrier transport, that is, electron transporting behavior. As a result, the 3,9-DCBQ-based PHOLED showed the best overall performance, exhibiting current and power efficiencies of 48.5 cd/A and 20.6 lm/W, respectively.

NEW COMPOUNDS SUITABLE AS CATALYSTS FOR POLYMERIZATION REACTIONS

The invention relates to a compound of formula (I) and a process for synthesizing said compound. The invention further relates to the use of said compound as a catalyst, preferably for polymerization, such as, olefin polymerization. The invention also relates to the polymers produced using said catalyst and articles comprising said polymers.

Ionic Liquids as Solvents for SN2 Processes. Demonstration of the Complex Interplay of Interactions Resulting in the Observed Solvent Effects

Bimolecular nucleophilic substitution reactions between triphenylphosphine and benzylic electrophiles have been examined in an ionic liquid to probe interactions with species along the reaction coordinate. Trends in the rate constant were found on both varying the leaving group and the electronic nature of the aromatic ring. In all the cases considered, interactions between the components of the ionic liquid and the transition state were shown to be more significant in determining reaction outcome than previously observed for this class of reaction. This demonstrates the importance of considering interactions of the ionic liquid components with all species along the reaction coordinate when investigating the origin of ionic liquid solvent effects, along with how such effects might be exploited.

Novel carbazole skeleton-based photoinitiators for led polymerization and LED projector 3D printing

Radical chemistry is a very convenient way to produce polymer materials. Here an application of a particular photoinduced radical chemistry is illustrated. Seven new carbazole derivatives Cd1–Cd7 are incorporated and proposed as high performance near-UV photoinitiators for both the free radical polymerization (FRP) of (meth)acrylates and the cationic polymerization (CP) of epoxides utilizing Light Emitting Diodes LEDs @405 nm. Excellent polymerization-initiating abilities are found and high final reactive function conversions are obtained. Interestingly, these new derivatives display much better near-UV polymerization-initiating abilities compared to a reference UV absorbing carbazole (CARET 9H-carbazole-9-ethanol) demonstrating that the new substituents have good ability to red shift the absorption of the proposed photoinitiators. All the more strikingly, in combination with iodonium salt, Cd1–Cd7 are likewise preferred as cationic photoinitiators over the notable photoinitiator bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide (BAPO) for mild irradiation conditions featuring their remarkable reactivity. In particular their utilization in the preparation of new cationic resins for LED projector 3D printing is envisioned. A full picture of the included photochemical mechanisms is given.

Styrylphenylphthalimides as Novel Transrepression-Selective Liver X Receptor (LXR) Modulators

Anti-inflammatory effects of liver X receptor (LXR) ligands are thought to be largely due to LXR-mediated transrepression, whereas side effects are caused by activation of LXR-responsive gene expression (transactivation). Therefore, selective LXR modulators that preferentially exhibit transrepression activity should exhibit anti-inflammatory properties with fewer side effects. Here, we synthesized a series of styrylphenylphthalimide analogues and evaluated their structure-activity relationships focusing on LXRs-transactivating-agonistic/antagonistic activities and transrepressional activity. Among the compounds examined, 17l showed potent LXR-transrepressional activity with high selectivity over transactivating activity and did not show characteristic side effects of LXR-transactivating agonists in cells. This representative compound, 17l, was confirmed to have LXR-dependent transrepressional activity and to bind directly to LXRβ. Compound 17l should be useful not only as a chemical tool for studying the biological functions of LXRs transrepression but also as a candidate for a safer agent to treat inflammatory diseases.