Journal of Photochemistry and Photobiology A-chemistry最新文献

{"title":"A Porphyrin-Based sp2 Carbon-Conjugated covalent organic polymer containing flexible chains for efficient heterogeneous photocatalysis","authors":"Dengmeng Song ,&nbsp;Jiaojiao Wei ,&nbsp;Luyao Qiang ,&nbsp;Jun Li","doi":"10.1016/j.jphotochem.2024.116072","DOIUrl":"10.1016/j.jphotochem.2024.116072","url":null,"abstract":"<div><div>Porphyrin based covalent organic polymers are excellent catalysts. Herein, a sp² carbon linked porphyrin based organic polymer H₂Pp-PDAN was designed and synthesized by co-condensation of porphyrin monomer containing flexible chains H₂Pp with 1, 4-phenylenediacetonitrile PDAN. As photocatalysts, H₂Pp-PDAN exhibited excellent photocatalytic performance for photocatalytic oxidative coupling of amines, and was successfully used for 15 consecutive reactions with no detectable reduction of the catalytic activity. H₂Pp-PDAN showed good photocatalytic activity and excellent recyclability for photocatalytic oxidation of thioanisole to methyl phenyl sulfoxide. Mechanistic studies revealed that the photocatalytic oxidation of benzylamine coupling by H₂Pp-PDAN proceeds via both energy transfer and electron transfer pathways.</div></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":"459 ","pages":"Article 116072"},"PeriodicalIF":4.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142432155","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Differential binding of curcumin with chair and basket type anti-parallel DNA G-quadruplexes","authors":"Pabitra Mandal ,&nbsp;Priyabrata Das ,&nbsp;Sudipta Bhowmik ,&nbsp;Smritimoy Pramanik","doi":"10.1016/j.jphotochem.2024.116075","DOIUrl":"10.1016/j.jphotochem.2024.116075","url":null,"abstract":"<div><div>Guanine rich DNA sequences are widespread throughout the genome and they are prone to form G-quadruplex structures both <em>in-vitro</em> and <em>in-vivo</em>. Owing to their regulatory roles in important biological reactions, DNA G-quadruplexes are the prime target for the development of anti-cancer drug molecules. In the present study, we have investigated the interaction of curcumin with anti-parallel chair and basket type DNA G-quadruplexes formed by thrombin binding aptamer (TBA) and human telomeric repeat (HTG) sequences, respectively. The results obtained from spectroscopic techniques demonstrated that curcumin interacts with both the DNA G-quadruplexes through external binding mode and the estimated apparent binding constant value (<em>K_b</em>) was slightly higher for HTG (<em>K_b</em> = (4.38 ± 0.09) × 10⁵ M⁻¹) than that estimated for TBA (<em>K_b</em> = (0.62 ± 0.02) × 10⁵ M⁻¹) DNA G-quadruplex structures. It was also revealed that upon binding with curcumin, TBA and HTG DNA G-quadruplexes were slightly stabilized and destabilized, respectively. Circular dichroism study revealed that upon binding with curcumin the global structure of both the DNA G-quadruplexes was unaltered, whereas the local structure of HTG DNA G-quaruplex was slightly altered. Conjointly all the aforementioned spectroscopic methods emphasize that curcumin has differential interaction with anti-parallel DNA G-quadruplex structures depending on their loop orientation.</div></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":"459 ","pages":"Article 116075"},"PeriodicalIF":4.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142438435","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Layered bismuthene forming the interfacial pathway for rapid charge transfer in CuNb13O33/g-C3N5 photocatalyst for enhancing ciprofloxacin degradation","authors":"Hind Ahmed Siddiq ,&nbsp;Amani Alhifthi ,&nbsp;Reem Ghubayra ,&nbsp;Metwally Madkour","doi":"10.1016/j.jphotochem.2024.116073","DOIUrl":"10.1016/j.jphotochem.2024.116073","url":null,"abstract":"<div><div>The objective of the present research was to examine the usefulness of the photocatalytic degradation process in removing the ciprofloxacin drug from wastewater, which is difficult to remove from waterbodies. To tackle this difficulty, a ternary copper niobium oxide/carbon nitride/layered bismuthene heterostructure (CuNb₁₃O₃₃/g-C₃N₅-L-Bi) composite was developed by an intuitive solvothermal process. layered bismuthene (L-Bi) was prepared using a unique ball milling approach. According to the results of the characterization, adding L-Bi and g-C₃N₅ with a low band gap to the original band structure of CuNb₁₃O₃₃ makes it more efficient. After 120 min of irradiation, the modified CuNb₁₃O₃₃/g-C₃N₅-L-Bi sample significantly improved ciprofloxacin degradation, resulting in a degradation rate of 98 %. In addition, the impact of the catalyst that has been created on the removal of ciprofloxacin at various pH, catalyst dosages, and scavengers was also examined, demonstrating the catalyst’s suitability for purifying natural water environments. A detailed study of the steps used to break down ciprofloxacin has shown that many active species are involved, with a focus on the important roles played by reactive oxidative species (ROS). Thus, this study introduces a novel combination of layered bismuthene photocatalysts for environmentally friendly degradation of antibiotics.</div></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":"459 ","pages":"Article 116073"},"PeriodicalIF":4.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142418733","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Photoluminescence investigations on Sm3+/Eu3+ co-doped Sr3NaSbO6 nanorod-shaped red phosphor for W-LEDs and indoor plant growth LEDs","authors":"Twinkle Anna Jose,&nbsp;Jeena Rose Jose,&nbsp;M.S. Amogh,&nbsp;Cyriac Joseph,&nbsp;P.R. Biju","doi":"10.1016/j.jphotochem.2024.116070","DOIUrl":"10.1016/j.jphotochem.2024.116070","url":null,"abstract":"<div><div>Red phosphors have garnered an important role in white light-emitting diodes (W-LEDs). Herein we report the structural and luminescent properties of red-emitting Sr_(3-x-y)NaSbO₆: xSm³⁺/yEu³⁺ (SNSO: xSm; yEu) phosphors. Under 350 nm excitation, phosphors emit intense red emission peaking around 689 nm owing to the SNSO host emission. Optimized singly doped SNSO: 0.1Sm and SNSO: 0.2Eu phosphors have intense orange-red and red emissions under 405 and 305 nm excitations respectively. For the codoped SNSO: 0.1Sm; yEu phosphors (y = 0.1, 0.15, 0.2, 0.25, and 0.3 mol), the emission peaks of the host, Sm³⁺, and Eu³⁺ ions were present. The energy transfer from the host to Sm³⁺/ Eu³⁺ ions and from Sm³⁺ to Eu³⁺ ions was identified to be via dipole-quadrupole and quadrupole–quadrupole interactions respectively. Effective red tuning along with high color purity and warm CCT values suggest the suitability of prepared nanorod phosphors for W-LEDs and indoor plant growth LEDs.</div></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":"459 ","pages":"Article 116070"},"PeriodicalIF":4.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142418731","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Efficient photocatalytic degradation of chloramphenicol from contaminated water over rGO@MoS2 nanocomposites","authors":"Shubham Raj ,&nbsp;Subrata Das ,&nbsp;Tushar Das ,&nbsp;Raphaël Schneider","doi":"10.1016/j.jphotochem.2024.116076","DOIUrl":"10.1016/j.jphotochem.2024.116076","url":null,"abstract":"<div><div>Antibiotics-based effluents pose a severe threat to the natural ecosystem by acting as reservoirs for the growth of drug-resistant bacteria if untreated. Herein, a facile and scalable approach was developed to engineer photocatalysts associating reduced graphene oxide (rGO) and molybdenum disulfide (rGO@MoS₂) that were used for the degradation of chloramphenicol (CAP) from contaminated water under UV-light. The hydrothermally produced rGO@MoS₂ catalysts contain C<img>O, C<img>OH, and C<img>O<img>C functional groups that contribute to the binding of CAP onto their surface. The rGO surface modification with MoS₂ layers offers a high surface area for light absorption. Results show that the rGO@MoS₂ catalyst (1:1 w/w) exhibits the highest degradation efficiency (DE) of 86 % within 180 min of light exposure at neutral pH. Further, the kinetic modelling studies for CAP degradation by rGO@MoS_{2 1:1} showed high linearity with pseudo-first order kinetics (R² ∼ 0.9). The isotherm modelling studies correspond to Langmuir isotherm (R² ∼ 0.99), suggesting monolayer-type interaction of CAP with the photocatalyst surface during photodegradation. Furthermore, the mechanism of degradation elucidated using scavenging experiments showed the involvement of both holes (h⁺) and electrons (e⁻) that contribute to the degradation of CAP by generating reactive oxygen species (ROS) like OH^● and O₂^●− radicals. The applicability of the rGO@MoS₂ photocatalyst towards the degradation of CAP was tested in Ganga water, wherein a similar ∼86 % CAP removal was observed. Furthermore, the photocatalyst was found to be stable and could be reused five times. Overall, these findings demonstrate the usefulness of the rGO@MoS_{2 1:1} composite as an efficient photocatalyst that can be used for the degradation of harmful organic pollutants from water bodies to provide a safer and cleaner environment.</div></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":"459 ","pages":"Article 116076"},"PeriodicalIF":4.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142418736","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Quantum computational and experimental spectroscopic investigation (FT-IR, Raman, UV–Vis), PES, LHE and topological investigations of 7-[(2R)-2-hydroxypropyl]-1,3-dimethylpurine-2,6-dione","authors":"S. Gayathri ,&nbsp;M. Saravanakumar ,&nbsp;P. Manikandan ,&nbsp;Jamal M. Khaled ,&nbsp;S. Sakthivel ,&nbsp;S. Muthu","doi":"10.1016/j.jphotochem.2024.116067","DOIUrl":"10.1016/j.jphotochem.2024.116067","url":null,"abstract":"<div><div>The current research explored the structural optimization, electrical and vibrational characteristics, and quantum chemical calculations via the procedure of DFT for a purine derivative, 7-[(2R)-2-hydroxypropyl]-1,3-dimethylpurine-2,6-dione (2HDPD). Functional groups were found by correlating FT-IR with simulated spectra. TD-DFT calculations were done for UV–vis absorption and to ascertain the electronic properties of both the solvent and the gas phase, enabling additional study of the compounds LHE. The experimental outcomes and theoretic parameters are in good agreement. LUMO and HOMO band gaps spectacle that the molecule is chemically reactive and that there is adequate charge transfer. Polar solvent exhibits the highest band gap value, 5.057 eV. Numerous topological considerations were accomplished using the Multiwfn tool. Charge transfer investigations have demonstrated the most imperative states. Weak intermolecular interactions were investigated using RDG analysis, LOL, NBO, and ELF. The 2HDPD compounds reactive areas were discovered by applying the MEP and Fukui investigations. Hyperpolarizability characteristics were used to calculate NLO behavior. The drug-like characteristics of the molecule follow Lipinski five rules. After docking with the proteins 1NG2, 2DVV, 3CAF, and 7OEX, the compound 2HDPD showed moderate binding affinities of −5.28, −5.04, −4.96, and −5.66 kcal/mol, in that order. The Ramachandran plot verified the proteins stability and advantageous locations. The Docking results show compound 2HDPD exhibited a COPD property.</div></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":"459 ","pages":"Article 116067"},"PeriodicalIF":4.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142418735","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Novel Indolenine-Based hemicyanine dyes with extended π-Linker and auxiliary donor as potential Photosensitizers: Synthesis, Photophysical, electrochemical and computational Insights","authors":"Elham N. Bifari ,&nbsp;Si Mohamed Bouzzine ,&nbsp;Reda M. El-Shishtawy","doi":"10.1016/j.jphotochem.2024.116077","DOIUrl":"10.1016/j.jphotochem.2024.116077","url":null,"abstract":"<div><div>Three novel hemicyanine dyes, <strong><em>D1-D3</em></strong>, were synthesized successfully based on dimethylaniline (DMA) and TPA donors and a carboxylated indolium vinyl acceptor linked through benzene unit as an extended π-spacer or through <em>PTZ</em> unit as an auxiliary donor to form the D₁-π-A, D₂-π-A &amp; D₂-D₃-A systems, respectively. A multi-step process was conducted to yield the desired donor and acceptor intermediates. These were finally coupled through the Suzuki-Miyaura coupling and Knoevenagel condensation reactions to obtain the desired target dyes. A panchromatic response and a bathochromic shift of the ICT band maxima in the visible region were observed with the lowest band gap energy, E_g = 1.71 eV and λ_{abs., max.} = 590 nm, given by dye <strong><em>D3,</em></strong> were attributed to the presence of the auxiliary donor, <em>PTZ</em>. However, due to the high coplanarity of dye <strong><em>D1</em></strong> it showed the highest absorptivity value of ε = 36462 M⁻¹cm⁻¹. The HOMO and LUMO levels are within the range suitable for smooth dye regeneration and electron ejection, E_HOMO = -5.37 to −5.18 eV, and E_LUMO = -3.47 to −3.27 eV. The density functional theory (DFT) and time-dependent TD-DFT at the B3LYP/6-31G(d,p) level were conducted to explore the bridged effect on geometric and TD-BHandH/6-31G(d,p) for optoelectronic properties.</div></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":"459 ","pages":"Article 116077"},"PeriodicalIF":4.1,"publicationDate":"2024-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142418813","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Study of Two-Photon induced excited state absorption of Three-Branched triphenylamine Derivatives: Cooperative and Anti-Cooperative effect of electron transition in the excited state","authors":"Jidong Jia ,&nbsp;Tianwei Zhang ,&nbsp;YinLin Lu ,&nbsp;JingYuan Xu ,&nbsp;Xingzhi Wu ,&nbsp;Yinglin Song","doi":"10.1016/j.jphotochem.2024.116078","DOIUrl":"10.1016/j.jphotochem.2024.116078","url":null,"abstract":"<div><div>For multi-branched molecules, intramolecular cooperative effect can significantly enhance the molecular nonlinear optical absorption. Three triphenylamine-cored compounds (<strong>N1</strong>, <strong>N2</strong> and <strong>N3</strong>) with three branches are synthesized to study the cooperative and anti-cooperative effect of electron transition in the excited state on two-photon absorption (TPA) and excited state absorption (ESA). Molecular polarization of these multi-branched triphenylamine derivatives is regulated by changing the molecular symmetry and the planarity of peripheral branches, to regulate their charge distribution and electron transition characteristics in the excited state. Here, we show that due to electronic coupling and interaction between certain branches, the asymmetric distribution of electron clouds in the excited states of these multi-branched molecules will lead to an enhancement of their TPA and ESA cross-sections, which is known as the cooperative effect of electron transitions. On the contrary, electronic coupling and interaction among all branches will lead to a highly symmetric distribution of electron clouds in the excited states of these multi-branched molecules, which will cause anti-cooperative effects and result in significant attenuation of TPA and ESA cross-sections.</div></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":"459 ","pages":"Article 116078"},"PeriodicalIF":4.1,"publicationDate":"2024-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142418823","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Selective adsorption and photodegradation of salicylic acid by a novel magnetic molecularly imprinted mesoporous TiO2 co-doped with silver nanoparticles and carbon nanotubes (Fe3O4@mTiO2-Ag-CNTs-MIPs) under visible light","authors":"Yuan Wang ,&nbsp;Ying Liu ,&nbsp;Jiao Jiao ,&nbsp;Qing-Yan Gai ,&nbsp;Yu-Jie Fu ,&nbsp;Run-Ze Cao","doi":"10.1016/j.jphotochem.2024.116071","DOIUrl":"10.1016/j.jphotochem.2024.116071","url":null,"abstract":"<div><div>A novel magnetic molecularly imprinted mesoporous TiO₂ co-doped with silver nanoparticles and carbon nanotubes (Fe₃O₄@mTiO₂-Ag-CNTs-MIPs), was successfully prepared for the selective adsorption and photodegradation of salicylic acid (SA). The morphological and physicochemical properties of the prepared composite were characterized by SEM, FT-IR, XRD, VSM, UV–Vis DRS, EIS and XPS. The adsorption and photodegradation performance of Fe₃O₄@mTiO₂-Ag-CNTs-MIPs towards SA was investigated. The results showed that Fe₃O₄@mTiO₂-Ag-CNTs-MIPs could achieve the specific adsorption of SA with the selectivity coefficient higher than 2. Compared with Fe₃O₄@mTiO₂, the photodegradation efficiency of Fe₃O₄@mTiO₂-Ag-CNTs-MIPs for SA under visible light was significantly improved, indicating that the doping of CNTs and Ag together with the loading of MIPs could enhance the photocatalytic performance of the prepared composite. Under the irradiation of visible light (300 W) for 150 min, the degradation rate of SA (5 mg/L) in 50 mL of solution (pH 3) by Fe₃O₄@mTiO₂-Ag-CNTs-MIPs (15 mg) was up to 98.41 %. Moreover, the degradation rate of the recovered Fe₃O₄@mTiO₂-Ag-CNTs-MIPs for SA was still 87.12 % after five cycles. The primary active species for the photodegradation of SA by Fe₃O₄@mTiO₂-Ag-CNTs-MIPs were <span><math><mrow><msubsup><mtext>O</mtext><mrow><mtext>2</mtext></mrow><mrow><mo>∙</mo><mtext>-</mtext></mrow></msubsup></mrow></math></span> and h⁺, and the potential degradation pathways of SA were elucidated by high-resolution UPLC-MS. Overall, this study constructed a promising photocatalyst Fe₃O₄@mTiO₂-Ag-CNTs-MIPs, which was expected to effectively degrade the pollutant SA in wastewater treatment.</div></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":"459 ","pages":"Article 116071"},"PeriodicalIF":4.1,"publicationDate":"2024-10-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142418727","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Photo- and ionochromic N-acylated 2-(aminomethylene)benzo[b]thiophene-3(2H)-ones containing a terpyridine receptor","authors":"Vladimir P. Rybalkin ,&nbsp;Sofiya Y. Zmeeva ,&nbsp;Lidiya L. Popova ,&nbsp;Anton V. Lisovin ,&nbsp;Mikhail E. Kletskii ,&nbsp;Oleg N. Burov ,&nbsp;Irina V. Dubonosova ,&nbsp;Oleg P. Demidov ,&nbsp;Olga Y. Karlutova ,&nbsp;Evgenii N. Shepelenko ,&nbsp;Vitaly A. Podshibyakin ,&nbsp;Alexander D. Dubonosov ,&nbsp;Vladimir A. Bren","doi":"10.1016/j.jphotochem.2024.116066","DOIUrl":"10.1016/j.jphotochem.2024.116066","url":null,"abstract":"<div><div>New photo- and ionochromic N-acylated 2-(aminomethylene)benzo[<em>b</em>]thiophen-3(2<em>H</em>)-ones containing a terpyridine receptor have been synthesized. They absorb in the visible region of the spectrum at 423–426 nm and exhibit emission at 463–468 nm. Their irradiation in acetonitrile with light of 436 nm leads to a multi-stage rearrangement, including <em>Z</em>/<em>E</em> isomerization about the C<img>C bond, N → O migration of the acyl group and the formation of non-emissive O-acylated <em>E</em>-isomers, which were isolated preparatively. Their structure was established unambiguously by IR, ¹H, ¹³C NMR spectroscopy and HR mass spectrometry. The reverse thermal reaction with O → N migration of the acyl group is catalyzed by acid catalysts. N-Acylated compounds in acetonitrile selectively form non-fluorescent complexes with Fe²⁺ cations, which is accompanied by the naked-eye effect with changing the color from yellow to maroon. A successful selective interaction with AcO⁻ led to the restoration of the initial absorption and emission properties. Density functional theory (DFT)<!--> <!-->calculations at the M06-2X/def2-TZVP level with the PCM solvation method were used to explain the observed photoisomerizations and ionochromic transformations. The obtained compounds represent multifunctional on-off-on molecular switches of optical and fluorescent properties upon sequential exposure to light and H⁺ or sequential addition of Fe²⁺ and AcO⁻ ions. A combinatorial logic gate was designed based on the basis of these switching properties.</div></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":"459 ","pages":"Article 116066"},"PeriodicalIF":4.1,"publicationDate":"2024-10-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142418737","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}