73249-33-9

Upstream product

• 100-42-5 styrene 
• 1714-29-0 1-bromopyrene 
• 3029-19-4 pyrene-1-aldehyde 
• 1449-46-3 benzyltriphenylphosphonium bromide 
• 23975-18-0 1-(phenylethynyl)pyrene 
• 129-00-0 pyrene 
• 75005-51-5 cis-1-phenyl-2-(3-pyrenyl)ethylene 

Downstream Products

• 75005-51-5 cis-1-phenyl-2-(3-pyrenyl)ethylene 

Relevant academic research and scientific papers

Effect of Substituents on the Equilibrium between Trans and Perpendicular Conformers in the Triplet Excited State of Substituted Styrylpyrenes

In the equilibrium between trans (3t*) and perpendicular (3p*) conformers in the triplet excited state of 1-styrylpyrenes, substitution by electron-accepting groups at the para-position of styryl group more effe

SOME PECULIARITIES OF DIARYLETHYLENES WITH 3-PYRENYL FRAGMENTS.

An investigation of the spectral-fluorescent properties and direct photoisomerization of diarylethylenes with 3-pyrenyl fragments is presented.

Polycyclic Arene-Fused Selenophenes via Site Selective Selenocyclization of Arylethynyl Substituted Polycyclic Arenes

Arene-fused selenophenes were synthesized by a redox neutral process from arylethynyl substituted polycyclic arenes using selenium powder in refluxing N-methyl-2-pyrrolidone (NMP) with the assistance of the residual water in NMP as a catalytic proton source. The site-selective nature of this selenocyclization produces trans-alkenes as a competitive product, which is dependent on the π-electron donation ability of polycyclic arenes and the kind of arylethynyl group attached to it. DFT calculations were performed to understand the site selectivity in the selenophene formation reaction. The HOMO coefficient on the carbon adjacent to carbon having arylalkyne substituent of the polycyclic arene correlates with the selenocyclization tendency of the substrate. The wavelength of absorption and emission and quantum yield of emission increase with increasing the number of fused benzene rings in the polycyclic unit (from naphthalene to pyrene).

Synthesis and characterization of para-pyridine linked NHC palladium complexes and their studies for the Heck-Mizoroki coupling reaction

This paper describes the synthesis of 1-(pyridine-4-ylmethyl) NHC and their Pd(ii) and Ag(i) complexes, which are fully characterized. Interestingly, we have also synthesized a Pd complex 3a-CO3 using a more direct treatment of K2CO3 with PdCl2. 3a-CO 3 represents the first reported solid structure of a Pd η2-carbonato complex stabilized by an NHC framework. 3a-CO 3 can be easily converted to a PdCl2 derivative by treating it with chloroform. We have found these palladium complexes mediate the Heck-Mizoroki coupling with a low catalyst loading. Furthermore, we also expand such catalytic manifold toward constructing fused polyaromatic substrates, a highly useful class of compounds in optoelectronic chemistry.

1-(arylalkenyl)pyrenes-synthetic, structural, photophysical, theoretical, and electrochemical investigations

As a new approach for tuning the electronic properties of pyrene derivatives, we converted 1-bromopyrene into different substituted styrenes using the Mizoroki-Heck reaction. Several 1-(arylalkenyl)pyrenes have been characterized and their electronic properties studied by absorption and emission spectroscopy. The effect of the electronic ambience on the emission spectra of these compounds is discussed. Amongst the intramolecular influences, such as electron donating or withdrawing groups, other influences in the form of solvatochromatism are considered. Electrochemical oxidation potentials determined by DPV (differential pulse voltammetry) are discussed with regard to substituent effects. The fine structure of the absorbance spectra obtained from photophysical measurements is compared with theoretical calculations performed by time dependent B3LYP DFT (TD-DFT) methods using the 6-31G* basis set. In this context, we discuss the calculated potential energy surfaces and geometric structures with regard to the substitution pattern of the pyrenes.

Volume-demanding cis-trans isomerization of 1,2-diaryl olefins in the solid state

Volume-demanding cis-trans photoisomerization of the aromatic substituted alkenes 1-3 in the solid state at room temperature and at 50 °C is presented. Alkene 3 did not undergo the cis-trans isomerization in the solid state either at room temperature or a

Effects of solvent and substituents controlling the adiabatic or diabatic modes of the cis->trans isomerization of styrylpyrenes in the excited single state

The effects of polar solvents and polar substituents on the potential energy surfaces of the cis->trans isomerization of 1-styrylpyrenes in the excited single state are investigated by fluorescence spectroscopy.In less polar solvents, cis-1-styrylpyrene u

Highly selective cis-trans photoisomerization of 1-pyrenylethylenes: Relations between the modes of isomerization and potential energy surfaces

Among 1-pyrenylethylenes with an alkyl (t-butyl) or an aryl (phenyl) group on the ss ethylenic carbon, 1-(3,3-dimethyl-1-butenyl)pyrene (BP) undergoes cis-to-trans one-way isomerization on benzil sensitization, whereas 1-styrylpyrene (SP) undergoes mutual isomerization between the cis and trans isomers to afford an extremely high photostationary state composition (98%) of the trans isomer. Transient spectroscopy and measurements of the isomerization quantum yields revealed that the trans triplet state is the most stable and populated conformation on the triplet energy surface for both BP and SP; however, a higher degree of stabilization of the trans conformation for BP than for SP compared to the perpendicularly twisted conformation makes BP and SP one-way and two-way isomerizing, respectively.

SYNTHESIS OF DIARYLETHYLENES WITH CONDENSED RINGS BY THE WITTIG REACTION

The Wittig reaction was used for the synthesis of diarylethylenes containing condensed naphthalene, anthracene, phenanthrene, and pyrene rings.Unlike 9-anthracenecarbaldehyde, which gives the trans isomers almost exclusively in the Wittig reaction with ar