55526-95-9Relevant articles and documents
Crown ether styryl dyes 18. Synthesis, anion-"capped" complexes, and ion-selective stereospecific [2+2] autophotocycloaddition of photochromic 18-crown-6 ethers
Gromov,Ushakov,Fedorova,Buevich,Alfimov
, p. 654 - 661 (1996)
New crown ether styryl dyes (trans- 1c,d) containing the 18-crown-6 ether fragment were synthesized. Interaction of trans-1c,d dyes, as well as their analogs, trans-1a,b containing the 15-crown-5 ether fragment, with Ca(ClO4)2 in MeCN afforded supramolecular structures (dimeric complexes). Competing reactions, trans-cis-photoisomerization with the formation of anion-"capped" complexes of cis-1a-d and [2+2] autophotocycloaddition with the formation of cyclobutane derivatives 8a-d and 9c, were observed on photolysis of solutions of complexes of trans-1a-d with Ca2+. Preorganization of trans-isomers in dimeric complexes with Ca2+ determined the regio- and stereoselectivity of each of the two directions of the photocycloaddition and the efficiency of the reaction.
Highly selective turn-on red fluorescence probes for visualization of the G-quadruplexes DNA in living cells
Kang, Yongqiang,Wei, Chunying
, (2021/10/27)
Studies on small molecule fluorescent probes for detecting G-quadruplexes DNA have bring about an extensive attention in recent years. In this paper, we designed and synthesized three benzothiazole derivatives named 2a-2c under moderate reaction conditions and investigated their interactions with DNA (single-stranded, duplex, i-motif and G-quadruplex) and distribution in living cell. Three compounds present a large Stokes shift (～90 nm) and a weak red fluorescence emission, and they exhibit a good selectivity and sensitive turn-on fluorescence response for the promoter G-quadruplex DNA (bcl-2, c-myc and c-kit 2) and mitochondria G-quadruplex (KSS). The affinity of 2a and 2b with N-alkyl side chain group to DNA is stronger than that of 2c with an anion group, therefore, they also increase the stability of the G-quadruplex structure. 2b induces the conformational change of both bcl-2 and KSS G-quadruplexes, while all compounds induce the folding of bcl-2 from the coiled structure to the hybrid G-qrudruplex. Three compounds interact with the G-quadruplex DNA mainly by end-stacking mode. Furthermore, MTT assays and confocal fluorescence images show that these compounds can enter the living HepG2 cells with low cytotoxicity. 2a-2c are mainly located in the mitochondrion and interacted with mitochondria G-quadruplex DNA, while only weak fluorescence can be found in cell nucleus. In a word, 2a-2c can be implied in image of G-quadruplex DNA in living cells.
Novel hemicyanine sensitizers based on benzothiazole-indole for dye-sensitized solar cells: Synthesis, optoelectrical characterization and efficiency of solar cell
Al-Ostoot, Fares H.,Al-horaibi, Sultan A.,Alghamdi, Mohammed T.,Alrabie, Ali A.,Garoon, Eman M.,Rajbhoj, Anjali S.
, (2020/08/11)
Synthesis, characterization, and photovoltaic properties of three new hemicyanine sensitizers based benzothiazole-indoline (HC-TH, HC-IND1 and HC-IND2) were tested in DSSC with TiO2 film. These sensitizers have a higher molar absorption coefficient, and thus have better light harvesting properties. Electrochemical, theoretical, and spectroscopic methods were used to calculate energy levels of the dye molecules both in the excited state and in the ground state. The results obtained from the spectroscopy and Tafel studies show a marked increase in overall photoelectro-chemical cell output with Br-substitute at p-position in the hemicyanine sensitizer. Interestingly, HC-IND2 showed absorption of UV–Vis at a longer wavelength than HC-IND1 and HC-TH. This structural feature, as well as optical properties, would result in an improved efficiency of DSSC with a better photovoltaic output (4.01percent) solar to electricity conversion efficiency compared to HC-IND1 and HC-TH.
Indoline and benzothiazole-based squaraine dye-sensitized solar cells containing bis-pendent sulfonate groups: Synthesis, characterization and solar cell performance
Al-horaibi, Sultan A.,Asiri, Abdullah M.,El-Shishtawy, Reda M.,Gaikwad, Suresh T.,Rajbhoj, Anjali S.
, p. 591 - 597 (2019/06/18)
Two new symmetric squaraine sensitizers (SQTHZ and SQIND) carrying benzothiazole and indoline moieties as strong electron donating groups to inject the electron into the TiO2 nanoparticles were tested as DSSC. The theoretical calculations and absorption results show that the electron density of LUMO of SQTHZ is delocalized in the whole chromophore, leading to strong electronic coupling between SQTHZ sensitizer and the conduction band of TiO2. Furthermore, the presence of long alkyl chain with pendent bis-SO3 - groups would inhibit recombination and decrease the dye aggregation. Interestingly, SQTHZ displayed UV–Vis and NIR absorption at a longer wavelength compared to SQIND. This structure feature, as well as optical properties, would lead to improved efficiency of dye-sensitized solar cell with overall better photovoltaic performance (η of 3.31%, Jsc of 7.65 mA/cm2, Voc of 0.59, ff of 0.71 and IPCE of 47% at 674 nm) compared to SQIND.
