18869-30-2

Usage

Uses

Used in Organic Synthesis and Chemical Research:
4,4'-DIBROMO-TRANS-STILBENE is used as a building block in the synthesis of more complex molecules, particularly in the development of pharmaceuticals and materials science. Its unique structure makes it a valuable component in creating new compounds with specific therapeutic or material properties.
Used in Organic Electronics and Optoelectronic Devices:
In the field of organic electronics, 4,4'-DIBROMO-TRANS-STILBENE is used for its electronic and optical properties, which are beneficial in the creation of devices such as organic light-emitting diodes (OLEDs) and photovoltaic cells. Its potential in these applications is due to its ability to influence the charge transport and light emission characteristics of the devices.
Used in Antimicrobial and Antifungal Applications:
4,4'-DIBROMO-TRANS-STILBENE has been studied for its potential antimicrobial and antifungal properties, making it a candidate for the development of new antimicrobial agents. Its effectiveness in inhibiting the growth of various microorganisms could lead to its use in pharmaceuticals, medical devices, or even in the preservation of materials prone to microbial contamination.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 4,4'-DIBROMO-TRANS-STILBENE is used as a precursor or intermediate in the synthesis of drugs with specific therapeutic targets. Its chemical properties allow for the creation of molecules that can interact with biological systems in a controlled manner, potentially leading to new treatments for various diseases and conditions.

Upstream product

• 111531-43-2 2,4,6-tris-(4-bromo-phenyl)-[1,3,5]trithiane 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 5216-53-5 1,1-dichloro-2,2-bis(p-bromophenyl)ethane 
• 23958-29-4 (Z)-4,4'-dibromostilbene 
• 5405-28-7 1,2-di(4-bromophenyl)-1,2-dibromoethane 
• 1122-91-4 4-bromo-benzaldehyde 
• 78-08-0 Triethoxyvinylsilane 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 51044-13-4 4-bromobenzyl triphenylphosphonium bromide 
• 38186-51-5 diethyl (4-bromobenzyl)phosphonate 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 589-87-7 1,4-bromoiodobenzene 
• 2039-88-5 2-bromostyrene 
• 2234-20-0 2,4-dimethylstyrene 

Downstream Products

• 5405-28-7 1,2-di(4-bromophenyl)-1,2-dibromoethane 
• 174735-02-5 3,6-dibromophenanthrene 
• 5405-28-7 meso-4,α,4',α'-tetrabromo-bibenzyl 
• 84907-53-9 (E)-1,2-bis-(p-phenylaldehyde)ethene 
• 213776-05-7 (1R,2R)-1,2-bis(4′-bromophenyl)-ethane-1,2-diol 
• 848153-57-1 (E)-4,4'-(ethene-1,2-diyl)bis(N,N-bis(4-methoxyphenyl)aniline) 
• 343254-69-3 C₅₄H₆₀ 
• 873297-78-0 (S,S)-4,5-bis(4-(4-pyridyl)phenyl)-2,2-dimethyl-[1,3]-dioxolane 
• 873297-77-9 (S,S)-4,5-bis(4-dihydroxyboranylphenyl)-2,2-dimethyl-[1,3]-dioxolane 
• 338793-56-9 4,4′-bis(1,3,2-dioxaborol-2-yl)-(E)-1,2-diphenylethene 
• 497140-53-1 1,2-(E)-bis(4'-(ethynyl)phenyl)ethene 

Relevant academic research and scientific papers

Synthesis and characterization of amino-functional, blue light-emitting copolymers and their composites with CdTe nanocrystals

Random side-chain functionalized copolymers were synthesized, utilizing a facile Yamamoto protocol by applying 2,7-dibromo-9,9-bis(6-bromohexyl)-9H-fluorene, (E)-1,2-bis(4-bromophenyl)ethene, 2,7-dibromo-9,9-dioctyl-9H-fluorene as comonomers. The precurso

Photochemical Modification of Carbene-Based Metallacycles: A Facile Route to Polycarbene Complexes and Their Derivatives

The modification of dinuclear silver metallcycles via photochemical [2 + 2] cycloaddition is described. Reaction of benzimidazole with trans-4,4′-dibromostilbene gives trans-4,4′-bis(1H-benzo[d]imidazolyl)stilbene (L), which after subsequent dialkylation

Preparation, properties and coordination of new conjugated ferrocenyl-based ligands with an end-capped nitrile

New ferrocenyl-nitrile conjugated ligands have been obtained by several routes in which we combined Wittig and Horner-Emmons-Wadsworth (HEW) reactions, being the latter the one that shows better results both in yield and selectivity for the E isomers. The coordination capabilities of these new ligands have been proved using different metal carbonyls and the electronic spectra of the compounds have been studied, showing a clear dependence on the length of the conjugated chain and in the nature of the coordinated metal carbonyl fragment.

A mixed-valence bis(diarylamino)stilbene: Crystal structure and comparison of electronic coupling with biphenyl and tolane analogues

The E-4,4′-bis[di(p-anisyl)amino]stilbene cation is a class-III mixed-valence species with electronic coupling comparable to that in its biphenyl-bridged analogue, whereas its tolane-bridged analogue belongs to class II. The Royal Society of Chemistry 200

One-Pot Dual Catalysis of a Photoactive Coordination Polymer and Palladium Acetate for the Highly Efficient Cross-Coupling Reaction via Interfacial Electron Transfer

We report herein an exploration of the straightforward one-pot dual-catalysis strategy, i.e., direct combination of a photoactive coordination polymer (CP) with another metal catalyst, for carrying out the desirable photoinduced organic transformation. Th

N-Methylphenothiazine S-Oxide Enabled Oxidative C(sp2)–C(sp2) Coupling of Boronic Acids with Organolithiums via Phenothiaziniums

Herein, we report the development of a transition-metal-free oxidative C(sp2)–C(sp2) coupling of readily available boronic acids and organolithiums via phenothiazinium ions. Various biaryl, styrene, and diene derivatives were obtained using this reaction system. The key to this process is N-methylphenothiazine S-oxide (PTZSO), which allows efficient conversion of boronic acids to phenothiazinium ions. The mechanism of phenothiazinium formation using PTZSO was investigated using theoretical calculations and experiments, which provided insight into the unique reactivity of PTZSO.

Exploring the Photocyclization Pathways of Styrylthiophenes in the Synthesis of Thiahelicenes: When the Theory and Experiment Meet

The introduction of thiophene rings to the helical structure of carbohelicenes has electronic effects that may be used advantageously in organic electronics. The performance of these devices is highly dependent on the sulfur atom topology, so a precise knowledge of the synthetic routes that may afford isomeric structures is necessary. We have studied the photocyclization pathway of both 2- and 3-styrylthiophenes on their way to thiahelicenes by experiment and theory. To begin with, the synthesis of stereochemically well-defined 2- and 3-styrylthiophenes allowed us to register first, and simulate later, the UV-vis electronic spectra of these precursors. This information gave us access through time-dependent density functional theory calculations to the very nature of the excited states involved in the photocyclization step and from there to the regio- and stereochemical outcome of the reaction. For the widely known case of a 2-styrylthiophene derivative, the expected naphtho[2,1-b]thiophene type of ring fusion was predicted and experimentally observed by synthesis. On the contrary, 3-styrylthiophene derivatives have been seldom used in synthetic photocyclizations. Among the two possible structural outcomes, only the naphtho[1,2-b]thiophene type of ring fusion was found to be mechanistically sound, and this was actually the only compound observed by synthesis.

Photophysical Properties of Silyl-Substituted Stilbene Derivatives

The effects of silyl groups on the structural, absorption, fluorescence, and photoisomerization properties of stilbenes were investigated. In comparison to that of the parent stilbene (1), fluorescence quantum yields (Φf) of Me3Si-substituted stilbenes 2–4 and 6 in solution were higher. Derivative 5, in which Me3Si groups are present at all ortho positions of the arene moieties, did not fluoresce at room temperature. The absorption and fluorescence wavelength maxima of Me3SiMe2Si-substituted stilbene 7 occurred at longer wavelengths compared to those of the Me3Si analog 2. The results of theoretical calculations showed that this difference is a consequence of an increase in the HOMO energy of 7 caused by orbital interaction between π-system and the σ(Si–Si) orbital. Stilbene 14, with two Me3Si-C≡C groups at both para positions, had a high Φf (0.95). The calculated transition dipole moment (μ) was well correlated with Φf. Derivative 21, which contains Ph2N and Me3SiC≡C groups exhibited solvatofluorochromism because it possesses a twisted intramolecular charge transfer (TICT) excited state in which the Ph2N group and the aromatic ring are orthogonal.

E, Z -Selectivity in the reductive cross-coupling of two benzaldehydes to stilbenes under substrate control

Unsymmetrical E- and Z-stilbenes can be synthesized from two differently substituted benzaldehydes in a MesP(TMS)Li-promoted reductive coupling sequence. Depending on the order of addition of the two coupling partners, the same olefin can be produced in either E- or Z-enriched form under identical reaction conditions. A systematic study of the correlation between the stereochemical outcome of the reaction and the substitution pattern at the two aldehydes is presented. The results can be used as guidelines to predict the product stereochemistry. This journal is

Simpler and Cleaner Synthesis of Variously Capped Cobalt Nanocrystals Applied in the Semihydrogenation of Alkynes

Unlike the classical organometallic approach, we report here a synthetic pathway requiring no reducing sources or heating to produce homogeneous hexagonal-close-packed cobalt nanocrystals (Co NCs). Involving a disproportionation process, this simple and fast (6 min) synthesis is performed at room temperature in the presence of ecofriendly fatty alcohols to passivate Co NCs. Through a recycling step, the yield of Co NCs is improved and the waste generation is limited, making this synthetic route cleaner. After an easy exchange of the capping ligands, we applied them as unsupported catalysts in the stereoselective semihydrogenation of alkynes.