100424-32-6

Upstream product

• 1253-47-0 triphenyl-(4-methoxycarbonylbenzyl)phosphonium chloride 
• 623-27-8 terephthalaldehyde, 
• 40817-03-6 p-xylenebis(triphenylphosphonium) dibromide 
• 1571-08-0 methyl 4-formylbenzoate 
• 14295-52-4 4-(diethyoxyphosphorylmethyl)benzoic acid methyl ester 
• 122-00-9 para-methylacetophenone 
• 51229-51-7 4-acetylbenzyl bromide 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 105-06-6 1,4-Divinylbenzene 
• 619-44-3 methyl 4-iodobenzoate 
• 1253-46-9 4-methoxycarbonylbenzyltriphenylphosphonium bromide 
• 34040-64-7 p-methyloxycarbonylbenzyl chloride 

Downstream Products

• 103032-75-3 1,4-bis[2'-(methyl 4''-benzoate)ethyl]benzene 
• 102751-03-1 1,4-bis[2'-(4''-benzoic acid)ethyl]benzene 
• 1202852-60-5 4,4'-((1E,1'E)-1,4-phenylenebis(ethene-2,1-diyl))dibenzoic acid 

Relevant academic research and scientific papers

Phenylenevinylene oligomers by Mizoroki-Heck cross coupling reaction. Structural and optoelectronic characterization

In order to study the effect of the molecular structure on the optical properties of totally trans-trans phenylenevinylene oligomers (OPVs), sixteen 1,4-distyrylbenzene derivatives (1a-i and 2a-g) functionalized with different electron-donating (ED) and electron-withdrawing (EW) groups were synthesized by the Mizoroki-Heck cross coupling reaction in moderate to good yields (40–95%). The implemented methodology, with a small modification previously reported by our group, allows obtaining the desired vinyl configuration as well as one novel OPV compound (1h). After structural characterization by several techniques (e.g. FTIR, 1H, 13C and Solid-State NMR), particular emphasis was placed upon the investigation of their optical properties by UV–vis and fluorescence spectroscopies. The results showed that, with only one exception, the ED and EW groups at the ends of OPV systems lead to a bathochromic shift. This effect is intensified with the introduction of methoxy groups on the central ring. Consistent with these, the HOMO-LUMO gaps (ΔE) decreases as the strength of ED and EW substituents increases. The ED and EW substituents also lead to a decrease in the Φf values. This contribution in the area of organic electronics can be used as a reference to better select the most appropriate technological application for each OPV and this can be extrapolated to their respective structurally analogous segmented polymer.

Variation of formal hydrogen-bonding networks within electronically delocalized π-conjugated oligopeptide nanostructures

This photophysical study characterizes the generality of intermolecular electronic interactions present within nanomaterials derived from self-assembling oligopeptides with embedded π-conjugated oligophenylenevinylene (OPV) subunits stilbene and distyrylbenzene that in principle present two distinct β-sheet motifs. Two different synthetic approaches led to oligopeptides that upon self-assembly are expected to self-assemble into multimeric aggregates stabilized by β-sheet-like secondary structures. The target molecules express either two C-termini linked to the central OPV core (symmetric peptides) or the more common N-termini to C-termini polarity typical of natural oligopeptides (nonsymmetric peptides). Both peptide secondary structures were shown to form extended 1-D peptide aggregates with intimate intermolecular π-electron interactions. Differences in length of the π-conjugated OPV segments resulted in differing extents of intermolecular interactions and the resulting photophysics. The peptides containing the shorter stilbene (OPV2) units showed little ground state interactions and resulted in excimeric emission, while the longer distyrylbenzene (OPV3) peptides had different ground state interactions between adjacent π-conjugated subunits resulting in either perturbed electronic properties arising from exciton coupling or excimer-like excited states. Molecular dynamics simulations of nascent aggregate formation predict peptide dimerization to be a spontaneous process, possessing thermodynamic driving potentials in the range 2-6 kcal/mol for the four molecules considered. Antiparallel stacking of the peptides containing an OPV3 subunit is thermodynamically favored over the parallel orientation, whereas both arrangements are equally favored for the peptides containing an OPV2 subunit. This study validates the generality of peptide-π-peptide self-assembly to provide electronically delocalized supramolecular structures and suggests flexibility in peptide sequence design as a way to tune the material properties of π-conjugated supramolecular polymers.

ANTIMICROBIAL COMPOUNDS

A compound for use as an antimicrobial having a formula (A).

The synthesis of fluorescent DNA intercalator precursors through efficient multiple heck reactions

A highly efficient synthesis of p-carboethoxy-tristyryl and carboethoxy-terastyrenyl benzene derivatives through a multiple Heck cross coupling reaction is reported. This reaction provides an efficient route to DNA intercalator precursors containing a benzene core. CSIRO 2011.

On-resin dimerization incorporates a diverse array of π-conjugated functionality within aqueous self-assembling peptide backbones

We report a convenient method to incorporate π-electron units into peptides that assemble into amyloid-like supramolecular polymers, discussing the scope of the process and preliminary characterization of the resulting nanomaterials. Self-assembly manipulates these electronic peptides into delocalized sub-10 nm 1-D nanostructures under completely aqueous conditions.

Design of ??-conjugated organic materials for one-dimensional energy transport in nanochannels

Various end-substituted distyrylbenzenes have been synthesized to serve as guest molecules in inclusion compounds to promote efficient energy transport along one-dimensional channels. Their optical and photophysical properties have been characterized at b