42837-44-5

Usage

Type of compound

Terphenyl
Terphenyls are aromatic hydrocarbons consisting of three connected benzene rings.

Structure

Brominated derivative
Bromomethyl groups are attached to the phenyl rings, making it a brominated derivative of terphenyl.

Aromatic nature

Yes
The compound has an aromatic structure due to the presence of benzene rings.

Applications

Organic synthesis and chemical research
It is commonly used as a reagent or precursor for the synthesis of other organic compounds.

Potential applications

Materials science
Due to its aromatic nature and brominated structure, it may have potential applications in the production of polymers or as a building block for functional materials.

Chemical properties

Reactivity with nucleophiles
The presence of bromomethyl groups makes the compound susceptible to nucleophilic substitution reactions, which can be useful in organic synthesis.

Physical properties

Unknown
The specific physical properties, such as melting point, boiling point, and solubility, are not provided in the given material.

Hazards

Unknown
The specific hazards associated with 1,1':3',1''-Terphenyl, 4,4''-bis(bromomethyl)-5'-[4-(bromomethyl)phenyl]-, such as toxicity, flammability, or reactivity, are not provided in the given material. However, due to the presence of bromine, it may pose some environmental or health risks, and proper handling and disposal procedures should be followed.

Upstream product

• 626-39-1 1,3,5-trisbromobenzene 
• 99768-12-4 4-methoxycarbonylphenylboronic acid 
• 122-00-9 para-methylacetophenone 
• 353289-47-1 1,3,5-tris[(4-hydroxymethyl)phenyl]benzene 
• 50446-43-0 1,3,5-tris(4-methyl-phenyl)-benzene 
• 118688-53-2 1,3,5-tris(4-formylphenyl)benzene 

Downstream Products

• 118723-83-4 1,3,5-tris<4-(benzylamino)methyl)phenyl>benzene 
• 214421-33-7 1,3,5-tris<4-(<<4-cyanoethylthio-3',4'-bis(methylthio)-tetrathiafulvalen-3-yl>thio>methyl)phenyl>benzene 
• 214421-30-4 1,3,5-tris<4-(<<3'(4')-cyanoethylthio-4,4'(3')-bis(methylthio)-tetrathiafulvalen-3-yl>thio>methyl)phenyl>benzene 
• 552334-13-1 C₅₁H₃₆O₃ 

Relevant academic research and scientific papers

Fluorescence modulation in tribranched switchable [4]rotaxanes

Two novel tribranched [4]rotaxanes with a 1,3,5-triphenylene core and three rotaxane arms have been designed, synthesized, and characterized by 1H and 13C NMR spectroscopies and HR-ESI mass spectrometry. [4]Rotaxanes 1 and 2 each possess the same three-armed skeleton. Each arm incorporates two distinguishable binding sites for a dibenzo[24]crown-8 ring, namely a dibenzylammonium site and an N-methyltriazolium site, and is terminated by a 4-morpholino-naphthalimide fluorophore as a stopper. [4]Rotaxane 1 has three di-ferrocene-functionalized dibenzo[24]crown-8 rings whereas 2 has three simple dibenzo[24]crown-8 rings interlocked with the thread component. Uniform shuttling motions of the three macrocycles in both 1 and 2 can be driven by external acid-base stimuli, which were confirmed by 1H NMR spectroscopy. However, [4]rotaxanes 1 and 2 show distinct modes of fluorescence modulation in response to external acid-base stimuli. [4]Rotaxane 1 exhibits a remarkable fluorescence decrease in response to the addition of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as a base, which can displace the ferrocene-functionalized macrocycle from the dibenzylammonium station to the N-methyltriazolium station. In contrast, the fluorescence intensity of [4]rotaxane 2 showed an enhancement with the addition of DBU. Time-resolved fluorescence measurements have been performed. The different photoinduced electron-transfer processes responsible for the fluorescence changes in the two molecular systems are discussed. Topological structures of this kind have significant potential for the design and construction of large and complex assemblies with controllable functions. Switchable rotaxanes: Two novel tribranched [4]rotaxanes with a 1,3,5-triphenylene core and three rotaxane arms have been designed and synthesized (see scheme). Reversible and uniform shuttling motions of three dibenzo[24]crown-8 macrocycles on the molecular threads of these [4]rotaxanes exhibit distinct modes of fluorescence modulation in response to external acid-base stimuli.

Self-assembled Pd3L2 cages having flexible tri-imidazole donors

Four new M3L2 molecular cages (CA1–CA4) have been synthesized in excellent yield via coordination driven self –assembly of flexible tri-imidazole donors based on triazine (L1) and tri-phenyl benzene (L2) core with 90° cis-blocked met

One-pot synthesis of α,β-epoxy ketones through domino reaction between alkenes and aldehydes catalyzed by proline based chiral organocatalysts

Proline based metal free organocatalysts were developed by using a new approach for the synthesis of epoxide derivatives through a domino reaction. This domino reaction (oxidative coupling) allows a direct access to epoxides from various alkenes and aldehydes through C-H functionalization and C-C/C-O bond formation. The catalytic efficiencies of the newly synthesized organocatalysts were also determined by domino reaction in the presence of various functional groups containing aldehyde and alkene derivatives with very good yields (up to 95%) and ee's (up to 99%).

Synthesis of C3-symmetric tri(alkylamino) guests and their interaction with cyclodextrins

The synthesis of a series of star-shaped C3-symmetric amines and their inclusion complexation properties toward α-, β-, γ-cyclodextrins and their permethylated derivatives has been described. The star molecules comprise of 1, 3, 5-trisubstited benzene core and the points formed by (alkylamino)methyl or 4-((alkylamino)methyl)phenyl groups. The modes of host-guest interaction were studied by UV-Vis spectroscopy, ITC, 1H NMR and 2D-NMR (NOESY). It was found that star molecules containing (tert-butylamino)methyl, (adamantan-1-ylamino)methyl, 4-((isopropylamino)methyl) phenyl, 4-((tert-butylamino)methyl)phenyl and protonated 4-((adamantan-1-ylamino)methyl)phenyl points form strong host-guest complexes with β-cyclodextrin. It was also proved that the largest C3-symmetric guest can form complexes with bcyclodextrin with stoichiometry 3 which is required for construction of dendrimer supramolecular structures. None of the investigated amines forms a strong complex with permethylated cyclodextrins.

Dynamic aggregation of the mid-sized gadolinium complex {Ph 4[Gd(DTTA)(H2O)2]- 3} Topical Issue on Metal-Based MRI Contrast Agents. Guest editor: Valerie C. Pierre

A compound binding three Gd3+ ions, {Ph4[Gd(DTTA) (H2O)2]- 3} (where H5DTTA is diethylenetriaminetetraacetic acid), has been synthesized around a hydrophobic center made up of fo

Efficient energy transfer between amphiphilic dendrimers with oligo(p-phenylenevinylene) core branches and oligo(ethylene oxide) termini in micelles

The efficient fluorescence resonance energy transfer (FRET) between amphiphilic dendrimers with oligo(p-phenylenevinylene) core branches and oligo(ethylene oxide) termini have been observed in micelles. All dendrimers show the critical micelle concentrati

Synthesis and photophysical properties of triphenylamine-based dendrimers with 1,3,5-triphenylbenzene cores

Two new conjugated dendrimers bearing a triphenylamine moiety as dendrons and 1,3,5-triphenylbenzene as a core have been synthesized through a convergent synthetic strategy. These conjugated dendrimers have high fluorescence quantum yields and exhibit similar absorption and emission behaviors in solutions and in solid films, which demonstrate that these dendrimers form good amorphous states.

Synthesis and spectroscopic properties of a series of hyperbranched conjugated molecules with 1,3,5-triphenylbenzene as cores

A series of conjugated hyperbranched molecules with 1,3,5-triphenylbenzene rings as cores and with different connecting groups have been synthesized. Their structures were characterized by FTIR, 1H-NMR and 13C-NMR. These molecules ex

Propeller-shaped molecules with giant off-resonance optical nonlinearities

Propeller-shaped molecules based on a triphenylbenzene crux bearing three oligomeric phenylenevinylene branches have been designed; very large first-order hyperpolaris-abilities (up to ∥β∥ = 800 10-30 esu) were obtained while maintaining wide t

Synthesis and characterisation of macrobicyclic tetrathiafulvalene-bridged cage molecules

A series of new macrobicyclic tetrathiafulvalenophanes of type 1 and 2 with three tetrathiafulvalene bridges has been prepared under high-dilution conditions using a stepwise selective protection-deprotection of tetrathiafulvalenethiolates. All the macrobicyclic tetrathiafulvalenes, along with the intermediate compounds 5 and 6 and the unexpected tetrathiafulvalene pentamers 17, were studied by cyclic voltammetry. An electrochemical investigation using the Bard-Anson equation and thin-layer cyclic voltammetry has been carried out, allowing an estimate of the number of electrons involved in each redox process of these multi-redox compounds. The X-ray crystal structure showing the unusual crystal packing of 2a is also presented.