A deep-red fluorophore based on naphthothiadiazole as emitter with hybridized local and charge transfer and ambipolar transporting properties for electroluminescent devices

• Suangsiri Arunlimsawat,
• Patteera Funchien,
• Pongsakorn Chasing,
• Atthapon Saenubol,
• Taweesak Sudyoadsuk and
• Vinich Promarak

Beilstein J. Org. Chem. 2023, 19, 1664–1676, doi:10.3762/bjoc.19.122

• performed using either a Bruker LC-Quadrupole-Time-of Flight tandem mass spectrometer or a Bruker Autoflex MALDI-TOF mass spectrometer. UV–vis spectra were recorded using a Perkin Elmer Lambda 1050 UV–vis–NIR spectrometer. Luminescence emission spectra and lifetimes were analyzed using an Edinburgh

A series of perylene diimide cathode interlayer materials for green solvent processing in conventional organic photovoltaics

• Kathryn M. Wolfe,
• Shahidul Alam,
• Eva German,
• Fahad N. Alduayji,
• Maryam Alqurashi,
• Frédéric Laquai and
• Gregory C. Welch

Beilstein J. Org. Chem. 2023, 19, 1620–1629, doi:10.3762/bjoc.19.119

• -FB, and CN-PDIN-B. b) Normalized solution UV–visible spectra using ethyl acetate as the solvent. c) UV–vis spectra for films on quartz substrates where films were cast from 1 mg/mL solutions using ethyl acetate as the solvent. a) PDIN-FB, PDIN-B, CN-PDIN-FB, and CN-PDIN-B structures with their

Unravelling a trichloroacetic acid-catalyzed cascade access to benzo[f]chromeno[2,3-h]quinoxalinoporphyrins

• Chandra Sekhar Tekuri,
• Pargat Singh and
• Mahendra Nath

Beilstein J. Org. Chem. 2023, 19, 1216–1224, doi:10.3762/bjoc.19.89

• copper(II) porphyrins 3–8. Finally, the structures of all newly synthesized benzo[f]chromeno[2,3-h]quinoxalinoporphyrins 3–16 and benzo[f]quinoxalinoporphyrin 17 were assigned on the basis of IR, 1H and 13C NMR, and HRMS data analysis. Photophysical characteristics The UV–vis spectra of the newly

Two new lanostanoid glycosides isolated from a Kenyan polypore Fomitopsis carnea

• Winnie Chemutai Sum,
• Sherif S. Ebada,
• Didsanutda Gonkhom,
• Cony Decock,
• Rémy Bertrand Teponno,
• Josphat Clement Matasyoh and
• Marc Stadler

Beilstein J. Org. Chem. 2023, 19, 1161–1169, doi:10.3762/bjoc.19.84

• 2450 spectrophotometer (Kyoto, Japan) was used to measure the UV–vis spectra at a concentration of 0.02 mg/mL in MeOH. The chemicals and solvents (analytical and HPLC grade) were purchased from Merck KGaA (Darmstadt, Germany), AppliChem GmbH (Darmstadt, Germany), Carl Roth GmbH & Co. KG (Karlsruhe

Photoredox catalysis harvesting multiple photon or electrochemical energies

• Mattia Lepori,
• Simon Schmid and
• Joshua P. Barham

Beilstein J. Org. Chem. 2023, 19, 1055–1145, doi:10.3762/bjoc.19.81

Synthesis, structure, and properties of switchable cross-conjugated 1,4-diaryl-1,3-butadiynes based on 1,8-bis(dimethylamino)naphthalene

• Semyon V. Tsybulin,
• Ekaterina A. Filatova,
• Alexander F. Pozharskii,
• Valery A. Ozeryanskii and
• Anna V. Gulevskaya

Beilstein J. Org. Chem. 2023, 19, 674–686, doi:10.3762/bjoc.19.49

• packing of almost linear molecules (Figure S69, Supporting Information File 1). UV–vis spectra and redox properties As stated above, oligomers 5 are cross-conjugated π-systems. For cross-conjugated structures, the main question is about the preferential conjugation path. For oligomers 5, two different

• . Noncovalent interactions of molecules in crystals and packing effects do not allow one to strictly judge the charge transfer in the oligomers 5. Therefore, we analyzed their UV–vis spectra (Table 3, Figure 8). The functional groups R are located at the far ends of the oligomeric chain and, from the steric

• 6 is identical to the “blue” one in oligomers 5 (Figure 7). Thus, the UV–vis spectra of compounds 1 and 6 were used for comparison (Table 3, Figure 8). The long-wave absorption maximum of the yellow-colored butadiyne 1 is observed at 429 nm (lg ε = 4.33) [15]. Compounds 5a‒с (R = H, OMe, CF3) are

Phenanthridine–pyrene conjugates as fluorescent probes for DNA/RNA and an inactive mutant of dipeptidyl peptidase enzyme

• Josipa Matić,
• Tana Tandarić,
• Marijana Radić Stojković,
• Filip Šupljika,
• Zrinka Karačić,
• Ana Tomašić Paić,
• Lucija Horvat,
• Robert Vianello and
• Lidija-Marija Tumir

Beilstein J. Org. Chem. 2023, 19, 550–565, doi:10.3762/bjoc.19.40

• % yield, respectively. Compounds are stable in the refrigerator for more than six months; however, after one year partial decomposition of sample Phen-Py-2 was observed. Spectroscopic characterization of Phen-Py-1 and Phen-Py-2 in aqueous solution UV–vis spectra Studied compounds Phen-Py-1 and Phen-Py-2

• decrease of UV–vis spectra upon heating up to 90 °C and a baseline increase indicated intermolecular stacking and aggregation of compounds, which was more pronounced for Phen-Py-2. Spectroscopic characterization data are given in the Table 1 and Supporting Information File 1, Figure S1. A linker between

• . (Figure S3, Supporting Information File 1). Emission quantum yields in acidic and neutral water solutions for Phen-Py-1 are given in Table 1. Excitation spectra of conjugates Phen-Py-1 and Phen-Py-2 were in good agreement with their UV–vis spectra. Phenanthridine–pyrene conjugate Phen-Py-1 exhibited

Preparation of β-cyclodextrin-based dimers with selectively methylated rims and their use for solubilization of tetracene

• Konstantin Lebedinskiy,
• Volodymyr Lobaz and
• Jindřich Jindřich

Beilstein J. Org. Chem. 2022, 18, 1596–1606, doi:10.3762/bjoc.18.170

• binding calculated from ITC experiments. Supporting Information Supporting Information File 326: Synthetic procedures, characterization, 1H, 13C DEPT, 2D NMR, IR, UV–vis spectra of synthesized compounds; UV–vis spectra of tetracene solutions in DMSO; ITC thermograms. Funding This work has been supported

Synthesis and electrochemical properties of 3,4,5-tris(chlorophenyl)-1,2-diphosphaferrocenes

• Almaz A. Zagidullin,
• Farida F. Akhmatkhanova,
• Mikhail N. Khrizanforov,
• Robert R. Fayzullin,
• Tatiana P. Gerasimova,
• Ilya A. Bezkishko and
• Vasili A. Miluykov

Beilstein J. Org. Chem. 2022, 18, 1338–1345, doi:10.3762/bjoc.18.139

• oriented towards the Fe atom. According to the computations, 8b-I is also slightly more advantageous compared to 8c with the same energy difference. The experimental UV–vis spectra of 8b and 8c in CH2Cl2 were similar and contained bands at about 280, 320, and 380 nm. The bands at 280 and 320 nm were more

• ), P1–C1 1.837(3) for 6c. Deposition numbers 2176393 for 5c and 2176394 for 6c contain the supplementary crystallographic data for this paper [41]. Considered conformations of 8b-I and 8b-II. Top: experimental UV–vis spectra of 8с (black) and 8b (red). Bottom: broadened calculated UV–vis spectra of 8c

• (black), 8b-I (red), and 8b-II (blue). Experimental UV–vis spectra of 8с republished with permission of Royal Society of Chemistry from [37] (“Synthesis, structure and electrochemical properties of 3,4,5-triaryl-1,2-diphosphaferocenes” by I. A. Bezkishko et al., Inorg. Chem. Front., vol. 9, Issue 11

Introducing a new 7-ring fused diindenone-dithieno[3,2-b:2',3'-d]thiophene unit as a promising component for organic semiconductor materials

• Valentin H. K. Fell,
• Joseph Cameron,
• Alexander L. Kanibolotsky,
• Eman J. Hussien and
• Peter J. Skabara

Beilstein J. Org. Chem. 2022, 18, 944–955, doi:10.3762/bjoc.18.94

• ], in combination with donor polymer 15, both fused thiophene systems, achieved a PCE of 18%, as published in 2019, the highest value up to then [31]. With a three component system of PBQx-TF, eC9-2Cl, and F-BTA3, a PCE of 19% was achieved [32]. Normalised UV–vis spectra of EtH-T-DI-DTT in 10−5 M CH2Cl2

Syntheses of novel pyridine-based low-molecular-weight luminogens possessing aggregation-induced emission enhancement (AIEE) properties

• Masayori Hagimori,
• Tatsusada Yoshida,
• Yasuhisa Nishimura,
• Yukiko Ogawa and
• Keitaro Tanaka

Beilstein J. Org. Chem. 2022, 18, 580–587, doi:10.3762/bjoc.18.60

• S20 in Supporting Information File 1). The UV–vis spectra of all compounds in H2O are shown in Figure S17 (Supporting Information File 1). The fluorescence intensities of the ring-fused compounds 3a,b gradually decreased with increasing water fractions, and the ratio of water to ethanol Φ values (ΦH2O

• –vis spectra of all compounds were recorded in ethanol (EtOH), a polar solvent, and in dichloromethane (DCM), a non-polar solvent (see Figures S15–S17 in Supporting Information File 1). The maximum absorption peaks (λmax) shifted slightly to longer wavelengths in dichloromethane. Table 2 summarizes the

• introduction of pyridine rings has not been examined. Our simple one-pot method easily enables the introduction of a pyridine group to maleimide under mild conditions, affording the A–D–A-type molecules that are expected to be novel low-molecular-weight fluorescent materials in moderately good yields. The UV

Study on the interactions between melamine-cored Schiff bases with cucurbit[n]urils of different sizes and its application in detecting silver ions

• Jun-Xian Gou,
• Yang Luo,
• Xi-Nan Yang,
• Wei Zhang,
• Ji-Hong Lu,
• Zhu Tao and
• Xin Xiao

Beilstein J. Org. Chem. 2021, 17, 2950–2958, doi:10.3762/bjoc.17.204

• the reason why the proton signals and absorbance of TBT in the 1H NMR and UV–vis spectra greatly declines. Then SEM and dynamic light scattering (DLS) are used for in-depth research of Q[8]-TBT complex. As shown in Figure 4b, compared with TBT (5.35 nm), the particle size of Q[8]-TBT is greatly

• ), 0.6 (iv), 1.0 (v) to 1.4 equiv (vi), and the 1H NMR of free TMeQ[6] (vii) in D2O. The 1H NMR titration of TBT (1 mM) with an increasing amount of Q[7] from 0 (i), 0.1 (ii), 0.5 (iii), 1.0 (iv), 2.0 (v) to 3.0 equiv (vi) in D2O. The UV–vis spectra (a) of TBT (20 μM) with an increasing amount of Q[7

• ] from 0.0 to 4.0 equiv; the plots (b) of NQ[7]/NTBT vs absorbance of TBT in water at λ = 286 nm. The UV–vis spectra (a) of TBT (20 μM) with an increasing amount of Q[8] from 0.0 to 4.0 equiv and the DLS of TBT (20 μM) and Q[8]-TBT (3:1, 20 μM). The UV–vis spectra (a) of Q[7]-TBT (3:1, 20 μM) affected by

Photophysical, photostability, and ROS generation properties of new trifluoromethylated quinoline-phenol Schiff bases

• Inaiá O. Rocha,
• Yuri G. Kappenberg,
• Wilian C. Rosa,
• Clarissa P. Frizzo,
• Nilo Zanatta,
• Marcos A. P. Martins,
• Isadora Tisoco,
• Bernardo A. Iglesias and
• Helio G. Bonacorso

Beilstein J. Org. Chem. 2021, 17, 2799–2811, doi:10.3762/bjoc.17.191

• ) were determined and the values are presented in Table 2. All UV–vis spectra of the DPBF photooxidation are shown in Supporting Information File 1 (Figures S8–S17). In general, all compounds at a concentration of 0.5 μM showed weak photooxidization tendency against DPBF quencher at 50 μM (e.g., 3bb

• /cm2 and total light dosage 90 J/cm2 at 60 min, according to the current literature. All experiments were performed in duplicate and independently. In order to measure 1O2 generation ability, UV–vis spectra of the solutions (samples and standard) were recorded for different exposure times by using a

Exfoliated black phosphorous-mediated CuAAC chemistry for organic and macromolecular synthesis under white LED and near-IR irradiation

• Azra Kocaarslan,
• Zafer Eroglu,
• Önder Metin and
• Yusuf Yagci

Beilstein J. Org. Chem. 2021, 17, 2477–2487, doi:10.3762/bjoc.17.164

• the photoinduced CuAAC reactions. UV–vis spectra of CuICl, CuIICl2 and BPNs. a) 1H NMR spectra of the model reaction between benzyl azide (Az-1) and phenylacetylene (Alk-3) before (black) and after (red) irradiation. b) Conversion-time plot as measured by 1H NMR spectroscopy through integration of the

• acetylene proton around 4.42 ppm. a) 1H NMR spectrum of chain end modified PCL-Anth; b) UV–vis spectra of (azidomethyl)anthracene (black) and PCL-Anth (red); c) fluorescence emission spectrum of PCL-Anth. a) GPC traces of PS-Az, PCL-Alk and block copolymer (Ps-b-PCL) b) 1H NMR spectrum of the block

Synthesis and investigation on optical and electrochemical properties of 2,4-diaryl-9-chloro-5,6,7,8-tetrahydroacridines

• Najeh Tka,
• Mohamed Adnene Hadj Ayed,
• Mourad Ben Braiek,
• Mahjoub Jabli and
• Peter Langer

Beilstein J. Org. Chem. 2021, 17, 2450–2461, doi:10.3762/bjoc.17.162

• ) relative to tetramethylsilane (SiMe4) as internal standard. High-resolution MS (HRMS–ESI) was performed on an Agilent 1969 A TOF. The photophysical studies were carried out in freshly prepared dichloromethane solutions with concentrations of 1 × 10−5 M. The UV–vis spectra were recorded on a Shimadzu 2401

Cerium-photocatalyzed aerobic oxidation of benzylic alcohols to aldehydes and ketones

• Girish Suresh Yedase,
• Sumit Kumar,
• Jessica Stahl,
• Burkhard König and
• Veera Reddy Yatham

Beilstein J. Org. Chem. 2021, 17, 1727–1732, doi:10.3762/bjoc.17.121

• mixing the (n-Bu4N)2CeIVCl6 complex with BnOH under basic conditions. The UV–vis spectra of the CeIV(OBn)Cln complex displayed a band resembling the LMCT band of known cerium–alkoxide complexes, showing considerable overlap with the blue LED region, thus suggesting that the CeIV(OBn)Cln species could be

• photoexcited (Figure 1A). We then analyzed UV–vis spectra of the CeIV(OBn)Cln complex recorded after irradiation with blue light at different time intervals. As shown in Figure 1A, the absorption spectrum of the CeIV(OBn)Cln complex gradually shifted from λmax = 375 nm to λmax = 325 nm upon irradiation, which

• and secondary benzylic alcohols were converted into the corresponding aldehydes and ketones in good to moderate yields using commercially available and inexpensive CeCl3·7H2O as a photocatalyst and air as an oxidant. Mechanistic studies. (A): UV–vis spectra of the CeIV(OBn)Cln complex in CH3CN under

2,4-Bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridines: synthesis and photophysical properties

• Najeh Tka,
• Mohamed Adnene Hadj Ayed,
• Mourad Ben Braiek,
• Mahjoub Jabli,
• Noureddine Chaaben,
• Kamel Alimi,
• Stefan Jopp and
• Peter Langer

Beilstein J. Org. Chem. 2021, 17, 1629–1640, doi:10.3762/bjoc.17.115

• characterization of 1H NMR spectra: s = singlet, d = doublet, t = triplet, q = quartet, m = multiplet. Chemical shifts were given in ppm (δ) relative to tetramethylsilane (SiMe4). Photophysical studies were carried out in freshly prepared dichloromethane solutions with concentrations of 1 × 10−5 M. UV–vis spectra

A straightforward conversion of 1,4-quinones into polycyclic pyrazoles via [3 + 2]-cycloaddition with fluorinated nitrile imines

• Greta Utecht-Jarzyńska,
• Karolina Nagła,
• Grzegorz Mlostoń,
• Heinz Heimgartner,
• Marcin Palusiak and
• Marcin Jasiński

Beilstein J. Org. Chem. 2021, 17, 1509–1517, doi:10.3762/bjoc.17.108

• , HMQC, and HMBC). The UV–vis spectra were measured on a PerkinElmer Lambda 45 spectrophotometer in spectroscopic grade CH2Cl2. MS (ESI) were performed with a Varian 500-MS LC Ion Trap. The IR spectra were measured neat with an Agilent Cary 630 FTIR spectrometer. Elemental analyses were obtained with a

Substituted nitrogen-bridged diazocines

• Pascal Lentes,
• Jeremy Rudtke,
• Thomas Griebenow and
• Rainer Herges

Beilstein J. Org. Chem. 2021, 17, 1503–1508, doi:10.3762/bjoc.17.107

• anhydride of acetic acid and T3P (propanephosphonic acid anhydride). The formylation of NH-diazocines 9a–c was accomplished with chloral [23] under non-acidic conditions. Investigation of the photophysical properties The UV–vis spectra of diazocines 10a–c, and 11a–c were recorded in acetonitrile at 25 °C

• this work. UV–vis spectra of 3-bromo and 3-iodo, and unsubstituted CH2NAc-bridged (10a–c) and CH2NCHO-bridged (11a–c) diazocines. The spectra of Z-isomers are given in black, the photostationary states at 400 nm are represented as dashed red lines and the extrapolated spectra of the pure E-isomers are

• in blue. UV–vis spectra of 3-bromo-NAc-diazocine 10a and N-formyl-diazocine 11c in water. Spectra of Z-isomers (black curve), the photostationary states at 400 nm (dashed red line), and the extrapolated spectra of the pure E-isomers (blue). Synthesis of 3-bromo- and 3-iodo-acetylated CH2NR diazocines

Design, synthesis and photophysical properties of novel star-shaped truxene-based heterocycles utilizing ring-closing metathesis, Clauson–Kaas, Van Leusen and Ullmann-type reactions as key tools

• Shakeel Alvi and
• Rashid Ali

Beilstein J. Org. Chem. 2021, 17, 1374–1384, doi:10.3762/bjoc.17.96

• 600 to 4000 cm−1. UV–vis spectra were recorded on a UV-1800 Shimadzu spectrophotometer and the fluorescence spectra were recorded on an Agilent Carry Eclipse spectrofluorimeter. Synthesis of 10,15-dihydro-5H-diindeno[1,2-a:1',2'-c]fluorene (7): Truxene scaffold 7 was prepared according to a literature

Synthetic reactions driven by electron-donor–acceptor (EDA) complexes

• Zhonglie Yang,
• Yutong Liu,
• Kun Cao,
• Xiaobin Zhang,
• Hezhong Jiang and
• Jiahong Li

Beilstein J. Org. Chem. 2021, 17, 771–799, doi:10.3762/bjoc.17.67

• indole derivatives 100 under blue-light irradiation (Scheme 35). Given the UV–vis spectra of the reaction mixture and its components, there was no evidence of the formation of a ternary EDA complex between Katritzky salt 99, 98, and morpholine. Moreover, the TDDFT calculation showed that electron

Synthesis of dibenzosuberenone-based novel polycyclic π-conjugated dihydropyridazines, pyridazines and pyrroles

• Ramazan Koçak and
• Arif Daştan

Beilstein J. Org. Chem. 2021, 17, 719–729, doi:10.3762/bjoc.17.61

• . Structures of s-tetrazines 2a–l. UV–vis spectra of 3c–f and 3k in CH3CN at rt (c = 5 μM). Fluorescence spectra of 3c–f and 3k in CH3CN at rt (c = 5 μM). Ambient (top) and fluorescence (bottom, under 365 nm UV light) images of 3c–f and 3k in CH3CN. Inverse electron-demand Diels–Alder reactions of

Mesoionic tetrazolium-5-aminides: Synthesis, molecular and crystal structures, UV–vis spectra, and DFT calculations

• Vladislav A. Budevich,
• Sergei V. Voitekhovich,
• Alexander V. Zuraev,
• Vadim E. Matulis,
• Vitaly E. Matulis,
• Alexander S. Lyakhov,
• Ludmila S. Ivashkevich and
• Oleg A. Ivashkevich

Beilstein J. Org. Chem. 2021, 17, 385–395, doi:10.3762/bjoc.17.34

• : aminotetrazoles; DFT; mesoionic compounds; UV–vis spectra; X-ray analysis; Introduction 5-Aminotetrazoles are one of the most available and valuable tetrazole derivatives. So, due to the thermal stability and high nitrogen content the parent 5-aminotetrazole (1, Figure 1) is of practical interest as a gas

• various organic solvents, such as alcohols, chloroform, dichloromethane, hexane, acetonitrile, toluene, and THF. They are also soluble in water. Remarkably, the solutions in organic solutions are yellow colored, whereas aqueous solutions are colorless. The UV–vis spectra of 8a were found to show

• bonds of the methylene H atoms C2–H2A···N14 [D···A = 3.121(3) Å, D–H···A = 116°]. Theoretical study of structures, UV–vis spectra and the experimental UV–vis spectra of compound 8a The quantum-chemical study of structure and UV–vis spectra, as well as the experimental study of UV–vis spectra were

Annulation of a 1,3-dithiole ring to a sterically hindered o-quinone core. Novel ditopic redox-active ligands

• Sergey V. Norkov,
• Anton V. Cherkasov,
• Andrey S. Shavyrin,
• Maxim V. Arsenyev,
• Viacheslav A. Kuropatov and
• Vladimir K. Cherkasov

Beilstein J. Org. Chem. 2021, 17, 273–282, doi:10.3762/bjoc.17.26

• redox or/and coordination state are accompanied by changes in UV–vis spectra. For compounds 3a, 6a–d and 7 UV–vis spectra were recorded in CH3CN (see Supporting Information File 1 and Table 2). It is noteworthy that o-quinones with annulated 1,3-dithiole group seem to be more even highly colored species

• than 36Q. Compounds 3a and 6a exhibit two-bands in the UV–vis spectra those are typical of sterically hindered o-quinones. Taking into account the previously studied spectra of substituted derivatives of 36Q, an intensive short-wave band could be assigned to the n–π* transition, whereas the wide long

• -wave band corresponds to the π–π* transition [50]. UV–vis spectra of 6b–d are more complicated and show the bands characteristic of both o-quinone and an attached fragment. So that o-quinone 6c displays absorptions typical of 1,3-diketones [51]. o-Quinone 6b exhibits intensive absorption peaks in the

Multiswitchable photoacid–hydroxyflavylium–polyelectrolyte nano-assemblies

• Alexander Zika and
• Franziska Gröhn

Beilstein J. Org. Chem. 2021, 17, 166–185, doi:10.3762/bjoc.17.17

• photoacid. The addition of HCl then leads to significant changes in the UV–vis spectra: The band of the AH+ form of Flavy appears and the band at λ = 300 nm decreases significantly. The bands of the photoacid become as distinctive as in the beginning indicating that the photoacid is present in its

• become less distinct upon irradiation. After keeping the solution in the dark and changing to an acidic environment the band at λ = 550 nm reappears (orange curve), while at the same time the bands of the photoacid again become more distinct. Overall, according to the UV–vis spectra the cycles I and II

• discussed in detail above. Additionally, UV–vis spectra were recorded to check the reversibility of the systems with varying loading ratios. Therefore, the percentages of Flavy turned back at the end of the cycles at state C are calculated, as given in Table 6. The spectra for l = 0.9 and l = 0.75 are