The scent gland composition of the Mangshan pit viper, Protobothrops mangshanensis

• Jonas Holste,
• Paul Weldon,
• Donald Boyer and
• Stefan Schulz

Beilstein J. Org. Chem. 2024, 20, 2644–2654, doi:10.3762/bjoc.20.222

• , Figure S1), confirming the acid functional group in the natural compounds. In support of these data, GC/IR analysis of Dm (Supporting Information File 1, Figure S2) showed strong carbonyl bands at 1741 cm−1 accompanied by two intermediate bands at 1198 cm−1 and 1177 cm−1, characteristic of ester valence

• , 1456, 1438, 1357, 1276, 1195, 1170, 1061, 986, 901, 851, 725 cm−1; E-isomer: vmax 2956, 2925, 2856, 1741, 1456, 1438, 1372, 1294, 1262, 1195, 1167, 1060, 989, 859, 729 cm−1. Total ion chromatogram of an extract of the scent gland of a Mangshan pit viper. Compounds A–F are the acids discussed in this

Applications of microscopy and small angle scattering techniques for the characterisation of supramolecular gels

• Connor R. M. MacDonald and
• Emily R. Draper

Beilstein J. Org. Chem. 2024, 20, 2608–2634, doi:10.3762/bjoc.20.220

Synthesis and cytotoxicity studies of novel N-arylbenzo[h]quinazolin-2-amines

• Battini Veeraiah,
• Kishore Ramineni,
• Dabbugoddu Brahmaiah,
• Nangunoori Sampath Kumar,
• Hélène Solhi,
• Rémy Le Guevel,
• Chada Raji Reddy,
• Frédéric Justaud and
• René Grée

Beilstein J. Org. Chem. 2024, 20, 2592–2598, doi:10.3762/bjoc.20.218

• used to hold mp samples for capillary mp determination. FTIR spectra were recorded on a Bruker Alpha apparatus with spectra further analysed with spectragryph 1.2.4 version. The absorption bands were reported in cm−1. High-resolution mass spectra were recorded in the Centre Régional de Mesures

• , 129.07, 128.36, 126.72, 124.51, 124.38, 122.67, 116.44; 1H-13C NMR ((300, 75) MHz, DMSO-d6, δ ppm) (9.09 161.23), (8.95 124.31), (7.95 128.17), (7.76 129.93), (7.69 126.77), (7.61 124.66), (7.58 122.55); FTIR (KBr 1%, cm−1) ν̃: 3440, 3316, 3192, 1625, 1611, 1598, 1571, 1496, 1471, 1460, 1410, 801, 763

• MHz, DMSO-d6, δ ppm) δ 161.2, 158.1, 151.2, 141.0, 136.1, 130.5, 129.2, 129.1, 128.6, 127.4, 124.5, 124.4, 124.3, 122.1, 119.3, 117.6; FTIR (KBr 1%, cm−1) ν̃: 3423, 3274, 1643, 1601, 1591, 1542, 1504, 1450, 1393, 1025, 993, 804, 750; HRESIMS (m/z): [M + H]+ calcd for C18H14N3, 272.1182; found

Anion-dependent ion-pairing assemblies of triazatriangulenium cation that interferes with stacking structures

• Yohei Haketa,
• Takuma Matsuda and
• Hiromitsu Maeda

Beilstein J. Org. Chem. 2024, 20, 2567–2576, doi:10.3762/bjoc.20.215

• ) 142.15, 140.66, 138.90, 136.12, 134.80, 130.88, 130.80, 110.29, 106.31, 17.63; 19F NMR (564 MHz, CDCl3, 20 °C) δ (ppm) −157.91 (s, 10BF4−), −157.96 (s, 11BF4−); UV–vis (CH3CN) λmax, nm (ε, 105 M−1 cm−1): 272 (1.28), 337 (0.06), 349 (0.09), 524 (0.21); MALDI–TOF MS (m/z) (% intensity): (positive) 594.3

• , TATA-H), 2.11 (s, 18H, CH3); 13C NMR (151 MHz, CDCl3, 20 °C) δ (ppm) 142.40, 140.77, 138.59, 136.46, 135.03, 130.73, 130.69, 110.66, 106.15, 17.61; 19F NMR (564 MHz, CDCl3, 20 °C) δ (ppm) −77.26 (d, J = 712 Hz, 6F); UV–vis (CH3CN), λmax, nm (ε, 105 M−1 cm−1): 272 (1.30), 337 (0.07), 349 (0.09), 523

• –19F = 246 Hz), 134.76, 131.00, 130.84, 124.30, 110.24, 106.33, 17.37; 19F NMR (564 MHz, CDCl3, 20 °C) δ (ppm) −135.76 (s, 8F, Ar-F), −166.67 (t, J = 21.4 Hz, 4F, Ar-F), −170.25 (t, J = 18.0 Hz, 8F, Ar-F); UV–vis (CH3CN, λmax, nm (ε, 105 M−1 cm−1): 272 (1.26), 337 (0.07), 349 (0.10), 524 (0.20); MALDI

Visible-light-mediated flow protocol for Achmatowicz rearrangement

• Joachyutharayalu Oja,
• Sanjeev Kumar and
• Srihari Pabbaraja

Beilstein J. Org. Chem. 2024, 20, 2493–2499, doi:10.3762/bjoc.20.213

• illustrated in Figure S1, Supporting Information File 1, a flat photo-flow reactor was predesigned comprising a wide-surface polystyrene sheet (length 50 cm × width 50 cm × height 5 cm) bearing a reactor (PFA tubing) that was manually put and hooked on the polystyrene surface (Figure S1b, Supporting

Facile preparation of fluorine-containing 2,3-epoxypropanoates and their epoxy ring-opening reactions with various nucleophiles

• Yutaro Miyashita,
• Sae Someya,
• Tomoko Kawasaki-Takasuka,
• Tomohiro Agou and
• Takashi Yamazaki

Beilstein J. Org. Chem. 2024, 20, 2421–2433, doi:10.3762/bjoc.20.206

• 49.4 (q, J = 2.5 Hz), 52.7 (q, J = 42.2 Hz), 68.0, 121.4 (q, J = 276.0 Hz), 128.5, 128.7, 128.8, 134.3, 165.6; 19F NMR (282.65 MHz, CDCl3) δ −75.12 (d, J = 4.5 Hz); IR (neat) ν: 3944, 3689, 3054, 2987, 2685, 2306, 1756, 1456, 1422, 1382, 1341, 1265, 1169, 1089, 988, 929, 896, 664 cm−1; Anal. calcd for

• , 1519, 1458, 1238, 1204, 1156, 1138, 1097, 1030, 822, 749 cm−1; HRMS–FAB (m/z): [M]+ calcd for C18H18F3NO4, 369.1182; found, 369.1209. General procedure for the ring opening of epoxides by enolates (GP-3). 4-Benzyl 5-ethyl anti,syn-tetrahydro-2-oxo-3-(trifluoromethyl)-furan-4,5-dicarboxylate (anti,syn

• = 34.1 Hz), 122.5 (q, J = 282.9 Hz), 128.61, 128.63, 128.8, 134.0, 165.1, 165.6, 167.4; 19F NMR (282.65 MHz, CDCl3) δ −75.84 (d, J = 6.8 Hz); IR (neat) ν: 2987, 1813, 1742, 1457, 1389, 1321,1218, 1182, 1128, 1023, 972, 755 cm−1; HRMS–FAB+ (m/z): [M + H]+ calcd for C16H16F3O6, 361.0893; found, 361.0911

Homogeneous continuous flow nitration of O-methylisouronium sulfate and its optimization by kinetic modeling

• Jiapeng Guo,
• Weike Su and
• An Su

Beilstein J. Org. Chem. 2024, 20, 2408–2420, doi:10.3762/bjoc.20.205

• Co. Ltd.) and an electronic thermometer (Beijing Xiongchuan Technology Co. Ltd.). The second mixing unit consisted of a section of PTFE piping filled with SiO2 beads (SiO2 beads, 3 mm diameter; piping, 1/4-inch diameter,10 cm length, Wuxi Hongxin Special Material Technology Co.) and an electronic

Efficient one-step synthesis of diarylacetic acids by electrochemical direct carboxylation of diarylmethanol compounds in DMSO

• Hisanori Senboku and
• Mizuki Hayama

Beilstein J. Org. Chem. 2024, 20, 2392–2400, doi:10.3762/bjoc.20.203

• ) are commercially available. General procedure for electrochemical carboxylation of 1 A test-tube-like (≈25 mm ⌀) undivided cell equipped with a Pt plate cathode (2 × 2 cm2), a Mg rod anode (6 mm ⌀, 2 cm), and a Teflon® tube (1 mm ⌀) for supplying carbon dioxide were used for the electrolysis. A

Metal-free double azide addition to strained alkynes of an octadehydrodibenzo[12]annulene derivative with electron-withdrawing substituents

• Naoki Takeda,
• Shuichi Akasaka,
• Susumu Kawauchi and
• Tsuyoshi Michinobu

Beilstein J. Org. Chem. 2024, 20, 2234–2241, doi:10.3762/bjoc.20.191

• the double benzyl azide adduct of DBA-OHex was 21900 cm−1 and larger than that of 6a (20700 cm−1), the Φ was 4.3%. This result suggested that replacing the hexyloxy substituents with electron-withdrawing ones enhanced the fluorescence intensity by approximately 1.6 times. Crosslinker application Using

• recorded on a JASCO FT/IR-4100 spectrometer in the range from 4000 to 600 cm−1. MALDI–TOF mass spectra were measured on a Shimadzu/Kratos AXIMACFR mass spectrometer equipped with a nitrogen laser (λ = 337 nm) and pulsed ion extraction, which was operated at an accelerating potential of 20 kV. THF solutions

• , 82.18, 66.30, 53.55, 31.39, 28.42, 25.54, 22.48, 13.98; FTIR ν (cm−1): 2067 (C≡C), 1730 (C=O); MALDI–TOF MS (dithranol, m/z): [M]+ calcd for C62H70N6O8, 1026.53; found, 1026.98. Previously reported regioselective double azide addition to DBA with hexyloxy substituents and molecular design in this study

Understanding X-ray-induced isomerisation in photoswitchable surfactant assemblies

• Beatrice E. Jones,
• Camille Blayo,
• Jake L. Greenfield,
• Matthew J. Fuchter,
• Nathan Cowieson and
• Rachel C. Evans

Beilstein J. Org. Chem. 2024, 20, 2005–2015, doi:10.3762/bjoc.20.176

• (365 nm, irradiance = 6.00 mW⋅cm−2), blue (455 nm, 5.16 mW⋅cm−2) or green (525 nm, 0.06 mW⋅cm−2) light. For the SAXS studies at high concentration, samples were irradiated in a custom-build LED light box with UV (365 nm) light at an irradiance of 1.24 mW⋅cm−2 for 3.5 h. This resulted in 98 ± 2 and 71

Allostreptopyrroles A–E, β-alkylpyrrole derivatives from an actinomycete Allostreptomyces sp. RD068384

• Marwa Elsbaey,
• Naoya Oku,
• Mohamed S. A. Abdel-Mottaleb and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2024, 20, 1981–1987, doi:10.3762/bjoc.20.174

• total 6.5 mg of 1, 3.1 mg of 2, 2.6 mg of 3, 7.2 mg of 4, and 5.6 mg of 5 from 12 L culture. Allostreptopyrrole A (1): greenish yellow amorphous solid; UV (MeOH) λmax nm (log ε) 234 (3.86), 273 sh (3.44); IR (ATR) νmax: 3275, 2964, 2928, 2855, 1658, 1554, 1418 cm−1; 1H and 13C NMR data, see Table 1

• ; HRESITOFMS (m/z): [M – H]– calcd for C15H22NO4, 280.1554; found, 280.1550. Allostreptopyrrole B (2): greenish yellow amorphous solid; +15 (c 0.10, MeOH); UV (MeOH) λmax, nm (log ε): 235 (3.87), 273 sh (3.49); IR (ATR) νmax: 3263, 2964, 2925, 2854, 1658, 1556, 1417 cm−1; 1H and 13C NMR data, see Table 2

• ; HRESITOFMS (m/z): [M – H]– calcd for C15H22NO4, 280.1554; found, 280.1554. Allostreptopyrrole C (3): greenish yellow amorphous solid; −6.1 (c 0.10, MeOH); UV (MeOH) λmax, nm (log ε): 235 (3.82), 276 sh (3.46); IR (ATR) νmax: 3265, 2925, 2856, 1657, 1555, 1417 cm−1; 1H and 13C NMR data, see Table 2

Regioselective alkylation of a versatile indazole: Electrophile scope and mechanistic insights from density functional theory calculations

• Pengcheng Lu,
• Luis Juarez,
• Paul A. Wiget,
• Weihe Zhang,
• Krishnan Raman and
• Pravin L. Kotian

Beilstein J. Org. Chem. 2024, 20, 1940–1954, doi:10.3762/bjoc.20.170

• (dd, J = 8.9, 1.9 Hz, 1H), 4.17 (s, 3H), 3.92 (s, 3H); 13C{1H} NMR (75 MHz, DMSO-d6) δ 161.8, 139.4, 132.7, 129.4, 124.1, 123.0, 116.0, 113.0, 51.8, 36.6; IR (KBr disk): 1722, 1466, 1433, 1395, 1354, 1289, 1200, 1183, 1153 cm−1; HRESIMS (m/z): [M + H]+ calcd for C10H10BrN2O2+, 268.9921; found

• (s, 3H); 13C{1H} NMR (75 MHz, DMSO-d6) δ 159.4, 144.7, 129.3, 123.6, 123.2, 122.8, 120.0, 118.0, 64.2, 52.2, 41.4, 14.4, 13.9; IR (KBr disk): 1708, 1459, 1442, 1392, 1326, 1252, 1196 cm−1; HRESIMS (m/z): [M + H]+ calcd for C10H10BrN2O2+, 268.9921; found, 268.9918. Indazole-containing bioactive

A new platform for the synthesis of diketopyrrolopyrrole derivatives via nucleophilic aromatic substitution reactions

• Vitor A. S. Almodovar and
• Augusto C. Tomé

Beilstein J. Org. Chem. 2024, 20, 1933–1939, doi:10.3762/bjoc.20.169

• chromatography (TLC) was carried out on precoated sheets with silica gel (Merck 60, 0.2 mm thick). Preparative TLC was carried out on 20 cm × 20 cm glass plates precoated with a layer of silica gel 60 (0.5 mm thick) and activated in an oven at 100 °C for 12 h. Melting points were determined with a Büchi B-540

The Groebke–Blackburn–Bienaymé reaction in its maturity: innovation and improvements since its 21st birthday (2019–2023)

• Cristina Martini,
• Muhammad Idham Darussalam Mardjan and
• Andrea Basso

Beilstein J. Org. Chem. 2024, 20, 1839–1879, doi:10.3762/bjoc.20.162

A facile three-component route to powerful 5-aryldeazaalloxazine photocatalysts

• Ivana Weisheitelová,
• Radek Cibulka,
• Marek Sikorski and
• Tetiana Pavlovska

Beilstein J. Org. Chem. 2024, 20, 1831–1838, doi:10.3762/bjoc.20.161

• characteristic band at 353 nm (ε = 24.4 × 103 M−1.cm−1), while it moved to 370 nm for 7,8-dimethoxydeazaalloxazine 2f (ε = 26.2 × 103 M−1.cm−1) and even to 387 nm (ε = 12.2 × 103 M−1.cm−1) for 7-methoxydeazaalloxazine 2j. This indicates that, besides the 7,8-dimethoxy derivatives usually studied in deazaflavin

• -aryldeazaalloxazine (2). (C) This work, which describes an efficient three-component method for the synthesis of 2. UV–vis absorption spectra of 5-arydeazaalloxazines 2f, 2j and 2n in DMF (l = 1 cm, c = 2.50 × 10−5 mol·L−1). Three-component condensation of anilines, aldehydes and N,N-dimethylbarbituric acid

Methyltransferases from RiPP pathways: shaping the landscape of natural product chemistry

• Maria-Paula Schröder,
• Isabel P.-M. Pfeiffer and
• Silja Mordhorst

Beilstein J. Org. Chem. 2024, 20, 1652–1670, doi:10.3762/bjoc.20.147

• first RiPP to be isolated from Myxobacteria. It was specifically isolated from Chondromyces crocatus Cm C5. The core peptide is composed of only three amino acids: isoleucine, tyrosine, and tryptophan. It forms a tetracyclic core system that contains a tetrahydropyrroloindoline, which is unprecedented

New triazinephosphonate dopants for Nafion proton exchange membranes (PEM)

• Fátima C. Teixeira,
• António P. S. Teixeira and
• C. M. Rangel

Beilstein J. Org. Chem. 2024, 20, 1623–1634, doi:10.3762/bjoc.20.145

• usually the best weight loading for doped Nafion membranes. The FTIR-ATR spectra of Nafion membranes (Supporting Information File 1, Figure S1) showed the characteristic very strong and broad absorption bands of Nafion near 1200 and 1145 cm−1 due to the C–F stretching vibration [59][60][61][62][63]. The

• observed in the spectra of new membranes compared to commercial Nafion [64]. Other characteristic bands of S–O group, CF2–CF and C–O–C are observed at near 1050, 980 and 960 cm−1, respectively, in the FTIR spectra [63]. The proton conductivity of the new proton exchange membrane is a key property relevant

• of the membranes was carried out on a Perkin Elmer Spectrum Two, with an attenuated total reflectance (ATR) module, with a wavenumber range from 450 to 4000 cm−1, and their band wavelengths are quoted in cm−1. Low-resolution and high-resolution (HRMS) mass spectra (MS) were performed on an APEX-Q

Supramolecular assemblies of amphiphilic donor–acceptor Stenhouse adducts as macroscopic soft scaffolds

• Ka-Lung Hung,
• Leong-Hung Cheung,
• Yikun Ren,
• Ming-Hin Chau,
• Yan-Yi Lam,
• Takashi Kajitani and
• Franco King-Chi Leung

Beilstein J. Org. Chem. 2024, 20, 1590–1603, doi:10.3762/bjoc.20.142

• heating. Flash column chromatography was performed using Macherey-Nagel silica gel 60 (230–400 mesh). Deuterated solvents were purchased from Cambridge Isotope Laboratories. UV–vis spectroscopy UV–vis measurements were performed on an Agilent Cary 60 UV–vis spectrophotometer with a quartz cuvette of 1 cm

• source (380–800 nm, 300 W) positioned at a distance of 1 cm from the sample. Preparation of aqueous samples All aqueous solutions of DAn were prepared according to the following general procedure: DAn (5.0 wt %) was mixed with 1.0 equivalent NaOH in Milli-Q water. The obtained aqueous solution was

• normalized by the concentration of the solution to yield the molar scattering intensity. Ten replications were performed, and the data was averaged to show the molar scattering intensity and the error standard deviation. WAXD WAXD of DA scaffolds was measured on a sapphire substrate (φ = 2.0 cm) using a

Electrocatalytic hydrogenation of cyanoarenes, nitroarenes, quinolines, and pyridines under mild conditions with a proton-exchange membrane reactor

• Koichi Mitsudo,
• Atsushi Osaki,
• Haruka Inoue,
• Eisuke Sato,
• Naoki Shida,
• Mahito Atobe and
• Seiji Suga

Beilstein J. Org. Chem. 2024, 20, 1560–1571, doi:10.3762/bjoc.20.139

• reduced to 25 F mol−1 when decreasing the current density to 25 mA cm−2, and 7a was obtained in 90% yield (see the Supporting Information File 1). Next, the substrate scope was examined under optimal conditions (Scheme 4). Substrates bearing a methyl group afforded the corresponding products in high

• mmol; solvent, CH2Cl2 (0.5 M); flow rate of the solution of 6a, 0.75 mL min−1; flow rate of H2 gas, 100 mL min−1; reaction temperature, room temperature; current density, 50 mA cm−2. The solution was circulated until the passage of 50 F mol−1 (10 h). The yields were determined by 1H NMR analysis using

• H2 gas, 100 mL min−1; reaction temperature, room temperature; current density, 50 mA cm−2 (10 h). The solution was circulated until the passage of 50 F mol−1. The yields were determined by 1H NMR analysis using 1,1,2,2-tetrachloroethane as an internal standard. Plausible mechanism for the reduction

Tetrabutylammonium iodide-catalyzed oxidative α-azidation of β-ketocarbonyl compounds using sodium azide

• Christopher Mairhofer,
• David Naderer and
• Mario Waser

Beilstein J. Org. Chem. 2024, 20, 1510–1517, doi:10.3762/bjoc.20.135

• = 17.2 Hz, 1H), 2.99 (d, J = 17.2 Hz, 1H), 1.45 (s, 9H); 13C NMR (75 MHz, CDCl3, 298 K, δ/ppm) 198.1, 167.4, 152.3, 136.4, 133.3, 128.4, 126.5, 125.6, 84.6, 70.6, 38.6, 28.0; IR (neat, FT-ATR, 298 K, ν̃/cm−1): 2984, 2928, 2853, 2110, 1747, 1736, 1718, 1604, 1589, 1548, 1466, 1431, 1397, 1372, 1353, 1326

• , 1H), 7.48 (t, J = 7.5 Hz, 1H), 4.11 (d, J = 17.9 Hz, 1H), 3.99 (d, J = 17.9 Hz, 1H), 1.49 (s, 9H); 13C NMR (126 MHz, CDCl3, 298 K, δ/ppm) 188.4, 162.0, 150.1, 137.0, 132.9, 129.1, 126.5, 126.2, 96.7, 86.1, 37.5, 27.8; IR (neat, FT-ATR, 298 K, ν̃/cm−1): 2984, 2930, 2878, 2854, 1748, 1719, 1656, 1604

Towards an asymmetric β-selective addition of azlactones to allenoates

• Behzad Nasiri,
• Ghaffar Pasdar,
• Paul Zebrowski,
• Katharina Röser,
• David Naderer and
• Mario Waser

Beilstein J. Org. Chem. 2024, 20, 1504–1509, doi:10.3762/bjoc.20.134

• reported in terms of frequency of absorption (cm−1). HPLC was performed using a Shimadzu Prominence system with a diode array detector with a CHIRALPAK AD-H, CHIRAL ART Amylose-SA, (250 × 4.6 mm, 5 µm) chiral stationary phase. Optical rotations were recorded on a Schmidt + Haensch Polarimeter Model UniPol

• ), 3.52–3.16 (m, 4H), 1.15 (t, J = 7.1 Hz, 3H); 13C NMR (75 MHz, CDCl3, 298.0 K) δ/ppm = 177.4, 171.0, 160.3, 139.1, 133.8, 132.6, 130.5, 128.6, 128.0, 127.8, 127.3, 125.6, 118.1, 75.9, 60.9, 44.9, 39.3, 13.9; IR (neat): 3080, 3070, 2917, 1815, 1732, 1656, 1480, 1175, 1093, 1059, 1030, 974, 893, 694 cm−1

Rapid construction of tricyclic tetrahydrocyclopenta[4,5]pyrrolo[2,3-b]pyridine via isocyanide-based multicomponent reaction

• Xiu-Yu Chen,
• Ying Han,
• Jing Sun and
• Chao-Guo Yan

Beilstein J. Org. Chem. 2024, 20, 1436–1443, doi:10.3762/bjoc.20.126

• , 58.2, 56.7, 55.2, 53.3, 52.2, 51.3, 50.4, 50.2, 32.4, 31.5, 31.2, 26.2, 25.7, 25.6, 18.2 ppm; IR (KBr) ν: 3435, 2931, 2862, 2360, 1737, 1698, 1587, 1547, 1435, 1385, 1335, 1251, 1204, 1125, 1092, 1001, 977, 895, 853, 792 cm−1; HRESIMS (m/z): [M + Na]+ calcd. for C41H46NaN2O11, 765.2994; found, 765.2993

Diameter-selective extraction of single-walled carbon nanotubes by interlocking with Cu-tethered square nanobrackets

• Guoqing Cheng and
• Naoki Komatsu

Beilstein J. Org. Chem. 2024, 20, 1298–1307, doi:10.3762/bjoc.20.113

• than that of 1a (9.74 Å), implying preference of 1b to larger diameter of SWNTs. In the Raman spectra at 488 nm excitation wavelength, 1a and 1b show the signals at similar wavenumbers in the range of 400–1200 cm−1 (Figure 2c and Figure S1 in Supporting Information File 1). The spectra are almost

• in Figure 3b, all the materials were analyzed with Raman spectroscopy in the solid phase with normalization at G-band (1570 cm−1) of SWNTs. The characteristic signals from Cu-nanobrackets 1b are observed in e- and i-SWNTs, but not in p-SWNTs, indicating the interlocking of SWNTs with 1b, because the

• breathing vibration, resulting in higher frequency shift as shown in Figure 4 [11][26]. With normalization in G-band at 1570 cm−1, the relative intensity decreases in the RBM region of e- and i-SWNTs may be due to light absorption and/or peak broadening caused by the interlocking Cu-nanobrackets 1b

Synthesis and physical properties of tunable aryl alkyl ionic liquids based on 1-aryl-4,5-dimethylimidazolium cations

• Stefan Fritsch and
• Thomas Strassner

Beilstein J. Org. Chem. 2024, 20, 1278–1285, doi:10.3762/bjoc.20.110

• than the alkyl chain length. The conductivity of the unsubstituted TAAIL 37 with 319 μS cm−1 is the highest among the investigated 4,5-dimethylimidazolium based TAAILs (Figure 2, Table 3). This is supported by the corresponding observation that TAAIL 37 also shows the lowest viscosity. As a result of

• their high viscosity, the 4-Br substituted TAAILs 46 and 47 display the lowest conductivities (96 and 62 μS cm−1, respectively). To visualize the correlation between conductivity and viscosity, the conductivity is plotted against the viscosity in Figure 3. The 4-OCF3 substituted TAAIL 52 shows a similar

• viscosity to TAAIL 37, the conductivity, however, is much lower (198 μS cm−1), demonstrating the influence of the perfluorinated 4-OCF3 group on the conductivity. Changing the position of the methyl and methoxy substituent from ortho to para leads to an increase in conductivity. Overall, longer alkyl chains

Synthesis of indano[60]fullerene thioketone and its application in organic solar cells

• Yong-Chang Zhai,
• Shimon Oiwa,
• Shinobu Aoyagi,
• Shohei Ohno,
• Tsubasa Mikie,
• Jun-Zhuo Wang,
• Hirofumi Amada,
• Koki Yamanaka,
• Kazuhira Miwa,
• Naoyuki Imai,
• Takeshi Igarashi,
• Itaru Osaka and
• Yutaka Matsuo

Beilstein J. Org. Chem. 2024, 20, 1270–1277, doi:10.3762/bjoc.20.109

• -functionalized compound (t-Bu-FIDS) was chosen for further studies in this work. To identify the formation of the thiocarbonyl group, Fourier transform infrared spectroscopy (FTIR) was conducted as shown in Figure 1a. The carbonyl stretching vibration peak of t-Bu-FIDO at 1720 cm−1 disappeared, indicating all

• the t-Bu-FIDO was completely consumed. Interestingly, the characteristic vibration peak of thiocarbonyl groups was not observed, which should be located at 1050–1300 cm−1 theoretically. Instead, numerous new low-intensity peaks were observed in this region. To gain a comprehensive understanding of the

• around 1000 cm−1 for t-Bu-FIDS. Ultraviolet–visible (UV–vis) spectroscopy of t-Bu-FIDS in o-DCB exhibited two prominent UV absorption bands with peaks at 257 nm and 320 nm (Figure 1b). The absorption at 257 nm indicated the integrity of the fullerene cage chromophore. The absorption peak at 320 nm was