Thiophene/selenophene-based S-shaped double helicenes: regioselective synthesis and structures

• Mengjie Wang,
• Lanping Dang,
• Wan Xu,
• Zhiying Ma,
• Liuliu Shao,
• Guangxia Wang,
• Chunli Li and
• Hua Wang

Beilstein J. Org. Chem. 2022, 18, 809–817, doi:10.3762/bjoc.18.81

• channels (Figures S4 and S8 in Supporting Information File 2), which is a suitable characteristic for helicene compounds used as supramolecular self-assembly units [34][35][36][37][38][39][40][41]. Spectroscopic features of DH-1–3 The UV–vis absorption spectra of DH-1–3 in dichloromethane are shown in

• Figure 4. In general, the UV–vis absorption spectra of DH-1–3 are generally similar in shape and exhibit three major absorption bands within 230–280 nm (band-I), 280–330 nm (band-II), and 304–414 nm (band-III) (Figure 4). Progressive red-shifts in the absorption spectra of band-I, band-II, and band-III

• omitted for clarity. UV–vis absorption spectra of DH-1–3 in CH2Cl2 ([c] = 1 × 10−5 M). Synthetic route to S-shaped double helicenes DH-1–3. Crystal parameters of helicenes DH-1 and DH-2. Supporting Information Supporting Information File 193: Spectral and computational data. Supporting Information File

Synthesis of α-(perfluoroalkylsulfonyl)propiophenones: a new set of reagents for the light-mediated perfluoroalkylation of aromatics

• Durbis J. Castillo-Pazos,
• Juan D. Lasso and
• Chao-Jun Li

Beilstein J. Org. Chem. 2022, 18, 788–795, doi:10.3762/bjoc.18.79

• . Using 1,3,5-trimethoxybenzene (TMB, 9) as a model substrate, we optimized the perfluoroalkylation reaction under irradiation of a 300 W Xenon arc lamp (Table 2). Based on the UV–vis absorption of our reagents 1, we used long-pass filters at either 280 nm or 295 nm to avoid side reactions caused by

• perfluoroalkylsulfinates 2 and halogenated electrophilic partners. Left: isolated yields of synthesized perfluoroalkylating reagents: perfluorobutyl (1a), perfluorohexyl (1b), and perfluorooctyl (1c) analogues (after conversion of byproduct); middle: gram amounts of perfluorooctyl product 1c; right: UV–vis absorption of

• this work, especially Robin Stein and Tara Sprules on the NMR data, Hatem Titi on SCXRD interpretation, Nadim Saadé and Alexander Wahba on HRMS, and Petr Fiurasek and Ehsan Hamzehpoor on UV–vis spectroscopy. Funding The authors acknowledge the Canada Research Chair (Tier I) foundation, the E.B. Eddy

Structural basis for endoperoxide-forming oxygenases

• Takahiro Mori and
• Ikuro Abe

Beilstein J. Org. Chem. 2022, 18, 707–721, doi:10.3762/bjoc.18.71

• substituted with Ala or Phe generates an N-1 dealkylated product, which is non-enzymatically created from C21 hydroxylated products, as a major product. Based on these structural analyses, as well as an EPR analysis of the enzyme reaction of FtmOx1 and a transient ultraviolet–visible (UV–vis) absorption

• , including kinetic, UV–vis absorption, and EPR analyses of FtmOx1 wild type and its Y68F, Y74F, Y140F, and Y224F variants [70]. Their results revealed that the Y68F variant did not accumulate the initial tyrosyl radical and the formation of verruculogen was significantly decreased, while the Y224F variant

• these tyrosine residues [75]. The transient-kinetic, UV–vis absorption, and EPR analyses of FtmOx1 variants containing non-canonical Tyr analogs also indicated that Tyr68, rather than Tyr224, acts as the catalytic residue in the FtmOx1 reaction, supporting the CarC-like mechanism. NvfI: Nonheme iron

Heteroleptic metallosupramolecular aggregates/complexation for supramolecular catalysis

• Prodip Howlader and
• Michael Schmittel

Beilstein J. Org. Chem. 2022, 18, 597–630, doi:10.3762/bjoc.18.62

• of the guest molecule was proven by UV–vis and IR spectroscopy. The multicomponent prism (Figure 3) was finally utilized as a heterogeneous catalyst for Michael and Diels–Alder (DA) reactions in water, representing an uncommon hydrogen-bond donating heterogeneous catalyst [59]. Intrigued by the

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

• for compounds 3a, 4a, and 4e using the TD-B3LYP/6-311+G(d,p)//B3LYP/6-31G(d,p) level of theory. Supporting Information Supporting Information File 34: General information, synthesis of 3a,b, and 4a–e, experimental procedure of fluorescence, theoretical computation method measurements, NMR, UV–vis

• 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

Substituent effect on TADF properties of 2-modified 4,6-bis(3,6-di-tert-butyl-9-carbazolyl)-5-methylpyrimidines

• Irina Fiodorova,
• Tomas Serevičius,
• Rokas Skaisgiris,
• Saulius Juršėnas and
• Sigitas Tumkevicius

Beilstein J. Org. Chem. 2022, 18, 497–507, doi:10.3762/bjoc.18.52

• by a Lambda 950 UV–vis–NIR spectrometer (Perkin Elmer). The fluorescence quantum yields (ΦF) in ambient air were estimated by the integrating sphere method [49] in integrating sphere (Sphere Optics) coupled to a CCD spectrometer PMA-12 (Hamamatsu) via optical fibers excited with a CW xenon lamp. ΦPF

Sesquiterpenes from the soil-derived fungus Trichoderma citrinoviride PSU-SPSF346

• Wiriya Yaosanit,
• Vatcharin Rukachaisirikul,
• Souwalak Phongpaichit,
• Sita Preedanon and
• Jariya Sakayaroj

Beilstein J. Org. Chem. 2022, 18, 479–485, doi:10.3762/bjoc.18.50

• using a Shimadzu UV-2600 UV–vis spectrophotometer in MeOH. ECD spectra were recorded on a JASCO J-815 polarimeter. 1H and 13C nuclear magnetic resonance (1H and 13C NMR) spectra were recorded on 300 and 500 MHz Bruker FTNMR Ultra ShieldTM spectrometers. Specific rotations were measured with a JASCO P

Comparative study of thermally activated delayed fluorescent properties of donor–acceptor and donor–acceptor–donor architectures based on phenoxazine and dibenzo[a,j]phenazine

• Saika Izumi,
• Prasannamani Govindharaj,
• Anna Drewniak,
• Paola Zimmermann Crocomo,
• Satoshi Minakata,
• Leonardo Evaristo de Sousa,
• Piotr de Silva,
• Przemyslaw Data and
• Youhei Takeda

Beilstein J. Org. Chem. 2022, 18, 459–468, doi:10.3762/bjoc.18.48

• compound 1 was fully characterized by 1H and 13C NMR and IR spectroscopy, MS spectrometry as well as elemental analysis (for the detailed data, see Supporting Information File 1). Steady-state PL spectra To reveal the photophysical properties of diluted solutions of compound 1, UV–vis absorption and steady

• structures of 1 and POZ-DBPHZ. Steady-state UV–vis absorption (Abs) and photoluminescence (PL) spectra of dilute solutions (c ≈ 10−5 M) of compound 1. The PL spectra were acquired with λex = 340 nm for the cyclohexane solution and λex = 360 nm for solutions in the other solvents. Time-resolved PL decay

Tetraphenylethylene-embedded pillar[5]arene-based orthogonal self-assembly for efficient photocatalysis in water

• Zhihang Bai,
• Krishnasamy Velmurugan,
• Xueqi Tian,
• Minzan Zuo,
• Kaiya Wang and
• Xiao-Yu Hu

Beilstein J. Org. Chem. 2022, 18, 429–437, doi:10.3762/bjoc.18.45

• corresponds to a 1:1 binding stoichiometric ratio between G and m-TPEWP5 in the aqueous solution. Furthermore, the association constant (Ka) [36] was calculated to be 8.62 × 104 M−1 based on the UV–vis titration experiment (Figure S4, Supporting Information File 1). This result further confirmed that the

• , respectively. Initially, we compared the overlapping efficiencies of both donor and acceptor systems by using UV–vis and fluorescence spectroscopy. The absorption band of the EsY acceptor shows good overlapping with the emission band of m-TPEWP5G donor (Figure 4a). We therefore speculated, that there may be an

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

• hydrogen of TMeQ[6] on its outer surface. In addition, when using UV–vis spectroscopy (Figure S5 and Supporting Information File 1, Figure S6) to investigate their interaction, it’s found that the presence of TMeQ[6] does not affect the absorbance of TBT, indicating that TMeQ[6] prefers to interact with

• with strong host–guest interaction. In addition, we also used the UV–vis spectrum to verify the above inference and to further investigate their molar ratio in detail. Q[7] has a larger cavity than TMeQ[6], giving it the ability to bind TBT. Therefore, the absorbance of TBT gradually decreases and

• addition, the UV–vis spectrum in Figure 4a shows that the absorbance of TBT keeps on the decrease (ΔA = 0.623) without red shift or blue shift in the presence of Q[8]. Both of the above phenomena show that Q[8] interacted with the “arm” of TBT and produced precipitation due to aggregation, which is also

Unsaturated fatty acids and a prenylated tryptophan derivative from a rare actinomycete of the genus Couchioplanes

• Shun Saito,
• Kanji Indo,
• Naoya Oku,
• Hisayuki Komaki,
• Masashi Kawasaki and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2021, 17, 2939–2949, doi:10.3762/bjoc.17.203

• [35]. Further chemical exploration on the genus Couchioplanes will disclose its actual biosynthetic capacity in secondary metabolism. Experimental General experimental procedures Optical rotations were measured using a JASCO P-1030 polarimeter. UV spectra were recorded on a Shimadzu UV-1800 UV–vis

Effect of a twin-emitter design strategy on a previously reported thermally activated delayed fluorescence organic light-emitting diode

• Ettore Crovini,
• Zhen Zhang,
• Yu Kusakabe,
• Yongxia Ren,
• Yoshimasa Wada,
• Bilal A. Naqvi,
• Prakhar Sahay,
• Tomas Matulaitis,
• Stefan Diesing,
• Ifor D. W. Samuel,
• Wolfgang Brütting,
• Katsuaki Suzuki,
• Hironori Kaji,
• Stefan Bräse and
• Eli Zysman-Colman

Beilstein J. Org. Chem. 2021, 17, 2894–2905, doi:10.3762/bjoc.17.197

• stabilized compared to that predicted from DFT (EHOMO: −5.03 eV); however, the less positive oxidation potentials in DICzTRZ versus ICzTRZ does align with the predictions obtained by DFT. The UV–vis absorption spectrum of DICzTRZ, while slightly red-shifted and with higher molar absorptivity (as was the case

• LUMO energy value of −2.50 eV (Figure 4c). The emission of DICzTRZ in degassed toluene is red-shifted at 477 nm compared to ICzTRZ [14], at 462 nm (Figure 4d). The excitation spectrum mirrors the profile of the UV–vis absorption (Supporting Information File 1, Figure S4a). Transient PL measurements in

• atoms are omitted for clarity. HOMO, HOMO–1 (H–1), LUMO, and LUMO+1 (L+1) electron density distributions (isovalue: 0.02) and energy levels, excited state energy levels. a) Cyclic voltammetry (CV) and differential pulse voltammetry (DPV) of DICzTRZ in DCM (scan rate = 100 mV/s). b) UV–vis absorption

Synthesis of a novel aminobenzene-containing hemicucurbituril and its fluorescence spectral properties with ions

• Qingkai Zeng,
• Qiumeng Long,
• Jihong Lu,
• Li Wang,
• Yuting You,
• Xiaoting Yuan,
• Qianjun Zhang,
• Qingmei Ge,
• Hang Cong and
• Mao Liu

Beilstein J. Org. Chem. 2021, 17, 2840–2847, doi:10.3762/bjoc.17.195

• ions at submicromolar concentrations always by means of NMR spectroscopy [33]. Nevertheless, sensing by UV–vis or fluorescence spectra was hard to realize, for there is no chromophore in the frameworks. While hemicucurbit[n]urils with improvement in solubility, they still remain poor in derivatization

Host–guest interaction and properties of cucurbit[8]uril with chloramphenicol

• Lin Zhang,
• Jun Zheng,
• Guangyan Luo,
• Xiaoyue Li,
• Yunqian Zhang,
• Zhu Tao and
• Qianjun Zhang

Beilstein J. Org. Chem. 2021, 17, 2832–2839, doi:10.3762/bjoc.17.194

• (CPE) was investigated using single-crystal X-ray diffraction spectroscopy, isothermal titration calorimetry (ITC) and UV–vis, NMR and IR spectroscopy. The effects of Q[8] on the stability, in vitro release performance and antibacterial activity of CPE were also studied. The results showed that CPE and

• ] and CPE was studied using single-crystal X-ray diffraction, UV–vis and 1H NMR spectroscopy, and the effects of Q[8] on the stability, in vitro release rate and antibacterial activity of CPE were investigated. Results and Discussion The host–guest interaction between Q[8] and CPE Single-crystal

• ] and CPE was investigated using UV–vis spectroscopy utilizing the molar ratio and Job's method under neutral conditions (Figure 3). Figure 3A shows that CPE has a strong absorption peak at λ = 278 nm and the absorption intensity gradually decreases after the continuous addition of Q[8]. When n(Q[8])/n

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

• the series of compounds 3aa–fa and 3bb–be was carried out using chloroform (CHCl3), methanol (MeOH) or dimethyl sulfoxide (DMSO) solutions. As comparison, the UV–vis absorption spectra of compounds 3ea and 3be, which contain the nitro group in two different ring positions of the molecules recorded in

• the three solvents are depicted in Figure 3. The values of maximum molar absorption coefficients (in log ε) and wavelengths (nm) of all compounds are listed in Table 1. The absorption spectra of the studied Schiff base series presented electronic transitions in the 250–500 nm UV–vis region. In the

• coefficients of the derivatives studied here. All absorption spectra are listed in Supporting Information File 1 (Figures S2–S7). The steady-state fluorescence emission spectra of the Schiff base compounds from their absorption in the UV–vis region was carried out. Derivatives 3aa–fa and 3bb–be were analyzed

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

• and their optical and electrochemical properties investigation by the use of UV–vis and emission spectroscopy, CV measurements as well as DFT calculations. Results and Discussion Synthesis. At the beginning of this study, we synthesized 2,4-dibromo-9-chloro-5,6,7,8-tetrahydroacridine (2) by refluxing

• trifluoromethoxy group (OCF3), a longer reaction time of 6 hours was required to obtain the product 4c in decreased yield (57%). Photophysical properties. We studied the steady-state absorption and emission of selected tetrahydroacridines 4a–d to gain insights into their photophysical properties. The UV–vis

• ) 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

Post-functionalization of drug-loaded nanoparticles prepared by polymerization-induced self-assembly (PISA) with mitochondria targeting ligands

• Janina-Miriam Noy,
• Fan Chen and
• Martina Stenzel

Beilstein J. Org. Chem. 2021, 17, 2302–2314, doi:10.3762/bjoc.17.148

• via NMR spectroscopy or UV–vis measurement was possible due to the extremely high molecular weights of the particles. The NMR spectra in D2O showed only very broad peaks of low intensity and no aromatic peaks, indicative of TPP attachment, were detected. This could of course mean that TPP has either

Chemical syntheses and salient features of azulene-containing homo- and copolymers

• Vijayendra S. Shetti

Beilstein J. Org. Chem. 2021, 17, 2164–2185, doi:10.3762/bjoc.17.139

• of polymerization of ≈7) leaving speculation about a higher degree of polymerization for the THF-insoluble component of PAZ-Br2. The UV–vis spectrum of the chloroform-soluble fraction of PAZ-Br2 displayed absorption bands in the 190–330 nm region like the azulene monomer, and a long tail with a broad

• , respectively. The UV–vis absorption features of polymers 115 and 116 were altered upon protonation due to the formation of azulenium cations in the polymer backbone and they displayed a significant color change on protonation. None of these polymers were fluorescent in the neutral form, however, 115 and 116

Constrained thermoresponsive polymers – new insights into fundamentals and applications

• Patricia Flemming,
• Alexander S. Münch,
• Andreas Fery and
• Petra Uhlmann

Beilstein J. Org. Chem. 2021, 17, 2123–2163, doi:10.3762/bjoc.17.138

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

• inhibition of the catalytic cycle upon the addition of TEMPO revealed that the reaction proceeds through radical intermediates. Next, we carried out UV–vis monitoring experiments in order to verify whether the interaction with the substituted benzyl alcohols and CeIV could lead to a ligand-to-metal charge

• 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

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

• compared with unsubstituted derivative 4a taken as reference. The UV–vis absorption was measured in a spectral rang of 300 nm to 600 nm. The optical absorption spectra of all compounds spread over the UV range and showed wide absorption bands. These bands are assigned to a π→π* electronic transitions of

• 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

• ); HRMS (ESI): [M]+ calcd for C31H18ClF6N, 577.1495; found, 577.1479. Applications of acridines. UV–vis absorption spectra of 4a,b and 4e–g in diluted dichloromethane solutions at room temperature (c = 1 × 10−5 M). Emission spectra of 4a,b and 4e–g in diluted dichloromethane solutions at room temperature

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

• case, the subsequent elimination step leading to an aromatized product cannot take place. All products of the type 9 are colored, typically pale yellow, both in the solid state and in solution. The UV–vis spectroscopic analysis of the naphthoquinone-derived series (compounds 9a–h) revealed less intense

• , 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

• , 133.4 (2i-C), 134.2, 135.0 (CH each), 138.1, 139.0 (2i-C), 140.8 (q, 2JC,F = 40.8 Hz, C(3)), 174.5, 177.3 (2C=O); 19F NMR (CDCl3, 565 MHz) δ −62.82 ppm; UV–vis (CH2Cl2) λmax (log ε) 247 (4.45), 266 (4.24), 275 (4.25), 340 (3.72), 409 (2.61), 496 nm (1.70); IR (neat) νmax: 3082, 1677 (C=O), 1588, 1521

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

Synthesis of 1-indolyl-3,5,8-substituted γ-carbolines: one-pot solvent-free protocol and biological evaluation

• Premansh Dudhe,
• Mena Asha Krishnan,
• Kratika Yadav,
• Diptendu Roy,
• Krishnan Venkatasubbaiah,
• Biswarup Pathak and
• Venkatesh Chelvam

Beilstein J. Org. Chem. 2021, 17, 1453–1463, doi:10.3762/bjoc.17.101

• derivative 3ac (10 nM, 100 nM, 1 μM, 10 μM, and 100 μM), the cellular uptake and distribution was monitored by using confocal microscopy (λex = 405 nm; λem range = 420–470 nm). Selected examples of compounds containing the γ-carboline core. Single-crystal XRD structure of 3ac (CCDC: 1897787). UV–vis