914360-27-3Relevant academic research and scientific papers
Switchable Mesomeric Betaines Derived from Pyridinium-Phenolates and Bis(thienyl)ethane
Adams, J?rg,Dahle, Sebastian,Hübner, Eike G.,Lederle, Felix,Maus-Friedrichs, Wolfgang,Nagorny, Sven,Schmidt, Andreas,Udachin, Viktor,Weingartz, Thea
, p. 3178 - 3189 (2021/07/02)
Syntheses of push–pull substituted non-symmetric bis(thienyl)ethenes (BTEs) possessing a central perfluorocyclopentene core are described. The substituent effects of anisole, phenole, and phenolate as well as pyridine, pyridinium, and N-methylpyridinium substituents, joined through their 3- or 4-positions to the central BTE core, respectively, cover the range from very strongly electron-donating [σ(4-phenolate)=?1.00] to extremely strongly electron-withdrawing [σ(pyridinium-4-yl)=+2.57] in the title mesomeric betaines. The different isomers possessing 4-yl/4-yl, 4-yl/3-yl and 3-yl/3-yl substituents represent different combinations of conjugated and cross-conjugated partial structures and cause different spectroscopic properties. In addition, through-space conjugation between the 2- and 2′-position of the thiophenes can be observed which circumvents the charge-separation of through-bond cross-conjugation. The BTE possessing the push–pull chromophore consisting of 3-anisole and 4-pyridinium substituents (24) displays the best extinction coefficients within the series of compounds described here (?=33.8/15.7 L/mol ? cm), while the mesomeric betaine possessing an N-methylpyridinium-4-yl and a 4-phenolate substituent (29) displays considerable bathochromic shifts to λmax=724 nm in its closed form.
Syntheses and photochromism of new isomeric diarylethenes bearing an indole moiety
Zheng, Chunhong,Pu, Shouzhi,Pang, Zhiyi,Chen, Bing,Liu, Gang,Dai, Yanfeng
, p. 565 - 574 (2013/07/19)
Four new photochromic diarylethenes, each bearing an indole moiety, were synthesized and three of their structures were determined by single-crystal X-ray diffraction analysis. Under alternating irradiation with UV and visible light, the compounds showed
Photochromic diarylethenes with a naphthalene moiety: Synthesis, photochromism, and substitution effects
Wang, Renjie,Pu, Shouzhi,Liu, Gang,Chen, Bing
, p. 5537 - 5544 (2013/07/05)
Five unsymmetrical diarylethenes with a naphthalene moiety were synthesized, and the structures of four diarylethenes were determined by single crystal X-ray diffraction analysis. The naphthalene was connected directly to the central perfluorocyclopentene
New photochromic diarylethenes bearing a condensed aromatics moiety
Wang, Renjie,Pu, Shouzhi,Liu, Gang,Liu, Weijun,Xia, Hongying
scheme or table, p. 3306 - 3310 (2011/07/08)
A new class of diarylethenes based on a hybrid structure of naphthalene and thiophene have been developed and their properties including photochromism, fatigue resistance, and fluorescence have been investigated. The condensed aromatic naphthalene was con
The effect of substituent position upon unsymmetrical isomeric diarylethenes bearing a methoxy group
Pu, Shouzhi,Fan, Congbin,Miao, Wenjuan,Liu, Gang
experimental part, p. 25 - 35 (2010/10/21)
Three unsymmetrical isomeric photochromic diarylethenes bearing a methoxy group at either the para-, meta- or ortho-positions on one terminal benzene ring were synthesized and their optical and electrochemical properties investigated. Each of the compounds exhibited high photo-reactive sensitivity and functioned as a fluorescent photo-switch both in solution and in PMMA film. The molar absorption coefficients of both of the open-ring and closed-ring isomers decreased when the methoxy group was attached at any of the three positions on the terminal benzene ring whereas the cycloreversion quantum yield gradually increased in going from the para- to meta- to the ortho-position of substitution. Oxidation waves were clearly observed at 0.55, 0.74 and 0.58?V from cyclic voltammograms for some compounds but not for others at these voltages.
Synthesis and the effect of substituent position upon unsymmetrical isomeric diarylethenes bearing a pyrrole unit
Liu, Gang,Pu, Shouzhi,Wang, Xiaomei
experimental part, p. 230 - 240 (2010/11/05)
Four unsymmetrical diarylethenes bearing a pyrrole moiety were synthesized, and the structures of two isomeric compounds were determined by single-crystal X-ray diffraction analysis. The properties of these compounds, including photochromism, fluorescence
Polarization holographic optical recording based on a new photochromic diarylethene compound
Li, Hui,Pu, Shouzhi,Liu, Gang,Liu, Weijun,Yao, Baoli
experimental part, p. 234 - 240 (2011/11/29)
A new unsymmetrical photochromic diarylethene, namely1-[2-methyl-5-(p-N,N-dimethylaminophenyl)-3-thienyl]-2-[2-methyl-5-(3-methoxylphenyl)-3-thienyl] perfluorocyclopentene (1a), was synthesized. The compound showed good photochromism, high sensitivity and
Photochromism of new unsymmetrical isomeric diarylethenes bearing a methoxyl group
Pu, Shouzhi,Liu, Weijun,Miao, Wenjuan
experimental part, p. 954 - 963 (2010/06/11)
Three new unsymmetrical isomeric diarylethenes having a methoxyl substituent at ortho-, meta-, and para-position of the terminal benzene ring, namely 1-(2,5-dimethyl-3-thienyl)-2-[2-methyl-5-(2-methoxylphenyl)-3-thienyl] perfluorocyclopentene (1o), 1-(2,5
Electron-donating methoxyl group position effect on properties of diarylethene derivatives having a pyrazole unit
Yang, Tianshe,Pu, Shouzhi,Chen, Bing,Xu, Jingkun
, p. 12 - 20 (2008/02/03)
New types of asymmetrical photochromic diarylethene derivatives having a pyrazole unit, namely 1-[1,3,5-trimethyl-1-pyrazol-4-yl],2-[2-methyl-5-(4- methoxylphenyl)-1-thien-3-yl]perfluorocyclopentene (1a), 1-[1,3,5- trimethylpyrazol-4-yl],2-[2-methyl-5-(3-methoxylphenyl)-1-thien-3-yl] perfluorocyclopentene (2a), 1-[1,3,5-trimethyl-pyrazol-4-yl],2-[2-methyl-5-(2- methoxylphenyl)-1-thien-3-yl]perfluorocyclopentene (3a), and 1-[1,3,5-trimethyl-pyrazol-4-yl],2-[2-methyl-5-phenyl-1-thien-3-yl] perfluorocyclopentene (4a), were synthesized. Their optical and electrochemical properties, such as photochromism, photochromic cyclization-cycloreversion kinetics, and fluorescence and electrochemical properties were investigated in detail. The results show that all of these- compounds have good photochromism, high cycloreversion quantum yield, and relatively strong fluorescence. Their cyclization-cycloreversion processes were determined to be zeroth to first order reactions. The oxidations of diarylethenes 1a-4a were initiated at 0.73, 1.11, 0.79, and 1.03 V, respectively. Furthermore, introduction of the electron-donating methoxyl group at different positions of the terminal phenyl ring was found to strongly influence these optical and electrochemical properties.
Syntheses and properties of new photochromic diarylethene derivatives having a pyrazole unit
Pu, Shouzhi,Yang, Tianshe,Xu, Jingkun,Chen, Bing
, p. 6473 - 6477 (2007/10/03)
New photochromic diarylethenes 1a, 2a and 3a bearing a pyrazole unit have been synthesized. Their properties, including photochromic reactivity, fluorescence and electrochemical properties were investigated. These compounds showed good photochromic proper
