156686-76-9

Upstream product

• 559-40-0 octaperfluorocyclopentene 
• 156686-75-8 3-bromo-5-(4-methoxyphenyl)-2-methylthiophene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 593260-88-9 1,2-bis(5'-dibutoxyboryl-2'-methylthien-3'-yl)perfluorocyclopentene 
• 696-62-8 para-iodoanisole 
• 554-14-3 2-Methylthiophene 
• 177735-10-3 (2-methylthiophen-3-yl)boronic acid 
• 159590-08-6 3,3’-(perfluorocyclopent-1-ene-1,2-diyl)bis(2-methylthiophene) 
• 706-79-6 1,2-dichloro-3,3,4,4,5,5-hexafluorocyclopentene 
• 222730-43-0 1,2-bis(5-chloro-2-methylthien-3-yl)perfluorocyclopent-1-ene 
• 154566-69-5 3-bromo-2-methylthiophene-5-boronic acid 
• 29421-73-6 3,5-dibromo-2-methylthiophene 

Downstream Products

• 156686-73-6 1,2-Bis-<5'-(4''-hydroxyphenyl)-2'-methylthien-3'-yl>perfluorocyclopentene 
• 1340599-93-0 1,2-bis-(5-[4-(2-{2-[2-(2-{2-hydrazidocarbomethoxy}ethoxy)-ethoxy]-ethoxy}-ethoxy)-phenyl]-2-methyl-thiophene-3-yl)-perfluorocyclopentene 

Relevant academic research and scientific papers

Highly efficient cycloreversion of photochromic dithienylethene compounds using visible light-driven photoredox catalysis

Photochromic cis-1,2-dithienylethene (DTE) compounds are the most suitable to the application in reversible molecular memories and switches, but imbalance in the quantum yields for the chromic interconversion limits the full potentials. We have demonstrat

The interplay of soft-hard substituents in photochromic diarylethenes

A series of diarylethenes with substituents of different size and chemical nature was synthesised showing that beside some intermolecular interactions involving the central diarylethene core, lateral groups clearly play a key role in the crystal packing a

Light-driven bending of diarylethene mixed crystals

Mixed crystals composed of 1,2-bis(2-methyl-5-(p-methoxyphenyl)-3-thienyl)perfluorocyclopentene (1a) and 1,2-bis(5-methyl-2-(p-methoxyphenyl)-4-thiazolyl)perfluorocyclopentene (2a) were prepared, and their photochromic as well as light-driven bending performance was studied to reveal how shape changes of individual molecules cause the bending response. 1a and 2a molecules, having similar geometrical structures, randomly mix with each other in a single crystal. The absorption spectra of the closed-ring isomers 1b and 2b were, however, distinctly different. The difference of the spectra made it possible to discriminate the cycloreversion reactions of 1b and 2b in the mixed crystals by irradiation with 750 nm light. The bending response of the mixed crystals by the selective photoisomerization revealed that the local shape change of each molecule is additively linked to the macroscopic deformation of the crystals.

Synthesis of symmetrical and nonsymmetrical bisthienylcyclopentenes

Diarylethenes possess unique structural properties, which enabled them to find widespread applications in the field of photochromism. Nowadays, bisthienylcyclopentenes (BTCs) present the most popular subfamily of these compounds, which are widely used as P-type chromophores. This minireview summarises the main strategies for the synthesis of symmetrical and nonsymmetrical BTCs. In addition, attention is drawn to desymmetrisations achieved by monosubstitutions, which is not frequently utilised, although it can be highly advantageous. This is supported with some of the authors' latest results. Copyright

Mechanism and fluorescence application of electrochromism in photochromic dithienylcyclopentene

The kinetic process of key intermediates involved in the electrochemical ring opening of photochromic dithienylcyclopentenes (DTEs) has been observed for the first time, where the electronic nature of the DTEs is an important factor that determines the rate-determining step in the electrochromism. The dual chromic property has been implemented to a single molecular fluorescence memory.

Photoelectrocatalysis to improve cycloreversion quantum yields of photochromic dithienylethene compounds

Photochromic cis-1,2-dithienylethene (DTE) compounds exhibit a reversible interconversion between the open and closed forms under alternating photoirradiation. DTEs could be potentially used for molecular photonic applications because the photochromism of

Photoreversible cellular imaging using photochrome-conjugated fullerene silica nanoparticles

Photochromic compound-conjugated fluorescent fullerene-silica nanoparticles prepared by the reverse-microemulsion method was utilized for photoswitchable cellular imaging by repeatable irradiation of ultraviolet and visible light.

Functionalization of a simple dithienylethene via palladium-catalyzed regioselective direct arylation

The direct arylation on the thienyl groups of a diarylethene with various aryl iodides efficiently provided arylated dithienylethenes under palladium catalysis. Unsymmetrically substituted dithienylethenes were also synthesized by this protocol. This proc

Polymorphism of 1,2-bis(2-methyl-5-p-methoxyphenyl-3-thienyl)perfluorocyclopentene and photochromic reactivity of the single crystals

Four polymorphic crystals were obtained by recrystallization of 1,2-bis(2-methyl-5-p-methoxyphenyl-3-thienyl)perfluorocyclopentene (1a) from hexane. All crystals underwent photochromic reactions upon alternate irradiation with ultraviolet (λ = 370 nm) and

Photochromic properties of perhydro- and perfluorodithienylcyclopentene molecular switches

Various substituted phenylthienyl perhydro- and perfluorocyclopentenes have been synthesized in order to compare their spectroscopic and photochromic properties. The difference in the electron densities of the central cyclopentene moieties in the perhydrocyclopentene and perfluorocyclopentene molecular switches has only a small effect on the absorption maxima of the electronic spectra, but causes some subtle changes in substituent and solvatochromic effects. The photochromic behaviour is remarkably similar, and both type of switches combine excellent quantum yields (0.6) with high degrees of photoconversion (> 0.85). The main difference is the lower photochemical and thermal stability of the perhydrocyclopentene molecular switches. It is concluded that in most studies the perhydrocyclopentenes are an excellent alternative for the perfluorocyclopentenes, while the perfluorocyclopentenes might be better suited for applications such as data storage, which depend critically on fatigue resistance and thermal stability. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.