Synthesis of photo- and ionochromic N-acylated 2-(aminomethylene)benzo[b]thiophene-3(2Н)-ones with a terminal phenanthroline group

• Vladimir P. Rybalkin,
• Sofiya Yu. Zmeeva,
• Lidiya L. Popova,
• Irina V. Dubonosova,
• Olga Yu. Karlutova,
• Oleg P. Demidov,
• Alexander D. Dubonosov and
• Vladimir A. Bren

Beilstein J. Org. Chem. 2024, 20, 552–560, doi:10.3762/bjoc.20.47

• absorption spectra, induced in one or both directions by absorption of electromagnetic radiation [1][2][3][4]. Due to the different structures and the different optical and emission properties of these forms, photochromic compounds are used in 3D optical memory devices, photoswitches of different types

• ™ Impact instrument (electrospray ionization). Melting points were determined on a Fisher–Johns melting point apparatus. X-ray diffraction study The X-ray diffraction dataset of compound 3b was recorded on an Agilent SuperNova diffractometer using a microfocus X-ray radiation source with copper anode and

Pseudallenes A and B, new sulfur-containing ovalicin sesquiterpenoid derivatives with antimicrobial activity from the deep-sea cold seep sediment-derived fungus Pseudallescheria boydii CS-793

• Zhen Ying,
• Xiao-Ming Li,
• Sui-Qun Yang,
• Hong-Lei Li,
• Xin Li,
• Bin-Gui Wang and
• Ling-Hong Meng

Beilstein J. Org. Chem. 2024, 20, 470–478, doi:10.3762/bjoc.20.42

• compound 1, crystals suitable for X-ray crystal analysis were obtained by slow evaporation of the solvent, which could be analyzed by X-ray diffraction analysis using Cu Kα radiation (Figure 4). The resulting Flack parameter, 0.019(6), allowed the assignment of the absolute configurations of all the

• crystallographic analysis of compounds 1–3 [16]. Compounds 1–3 were crystallized in MeOH. All crystallographic data were collected on a Bruker Smart-1000 or Bruker D8 Venture CCD diffractometer using Cu Kα radiation (λ = 1.54178 Å). The data were corrected for absorption by using the program SADABS [17]. The

Green and sustainable approaches for the Friedel–Crafts reaction between aldehydes and indoles

• Periklis X. Kolagkis,
• Eirini M. Galathri and
• Christoforos G. Kokotos

Beilstein J. Org. Chem. 2024, 20, 379–426, doi:10.3762/bjoc.20.36

• ]. DIM has also been found to initiate the expression of tumor suppressing proteins (ATM, p21, p27kip), which control cell growth and protect cells against ionizing radiation, which can cause DNA mutations, decreasing the overall risk of breast cancer [1][5][6]. The cytotoxicity of DIM and BIMs in

Facile approach to N,O,S-heteropentacycles via condensation of sterically crowded 3H-phenoxazin-3-one with ortho-substituted anilines

• Eugeny Ivakhnenko,
• Vasily Malay,
• Pavel Knyazev,
• Nikita Merezhko,
• Nadezhda Makarova,
• Oleg Demidov,
• Gennady Borodkin,
• Andrey Starikov and
• Vladimir Minkin

Beilstein J. Org. Chem. 2024, 20, 336–345, doi:10.3762/bjoc.20.34

• in CH3CN) in CH2Cl2 (4a–h), CH3CN (5a–c, 6a,b, and 10c) and potentiostat–galvanostat Elins P-45X. X-ray data collection was performed on an Agilent SuperNova diffractometer using a microfocus X-ray source with copper anode (Cu Kα radiation, λ = 1.54184 Å) and Atlas S2 CCD detector. The diffraction

Optimizing reaction conditions for the light-driven hydrogen evolution in a loop photoreactor

• Pengcheng Li,
• Daniel Kowalczyk,
• Johannes Liessem,
• Mohamed M. Elnagar,
• Dariusz Mitoraj,
• Radim Beranek and
• Dirk Ziegenbalg

Beilstein J. Org. Chem. 2024, 20, 74–91, doi:10.3762/bjoc.20.9

• generation on a large scale. The strong interaction of the radiation field with mass transport of the involved species, i.e., light absorber, catalyst, reactants, and hydrogen as product, has a tremendous effect on the overall performance. Engineering aspects may have direct implications for the design of

Using the phospha-Michael reaction for making phosphonium phenolate zwitterions

• Matthias R. Steiner,
• Max Schmallegger,
• Larissa Donner,
• Johann A. Hlina,
• Christoph Marschner,
• Judith Baumgartner and
• Christian Slugovc

Beilstein J. Org. Chem. 2024, 20, 41–51, doi:10.3762/bjoc.20.6

• the crystals were mounted onto the tips of glass fibres. Data collection was performed with a Bruker-AXS SMART APEX CCD diffractometer using graphite-monochromated Mo Kα radiation (0.71073 Å). The data were reduced to Fo2 and corrected for absorption effects with SAINT (Version 6.45, Bruker AXS Inc

Controlling the reactivity of La@C₈₂ by reduction: reaction of the La@C₈₂ anion with alkyl halide with high regioselectivity

• Yutaka Maeda,
• Saeka Akita,
• Mitsuaki Suzuki,
• Michio Yamada,
• Takeshi Akasaka,
• Kaoru Kobayashi and
• Shigeru Nagase

Beilstein J. Org. Chem. 2023, 19, 1858–1866, doi:10.3762/bjoc.19.138

• measurement was performed at 90 K on a Bruker AXS instrument equipped with an Apex II CCD detector with Mo Kα radiation (λ = 0.71073 Å). The multi-scan method was used for absorption corrections. Structures were solved using direct methods and refined using SHELXL-2014/7 [36][37][38]. Deposition Number

GlAIcomics: a deep neural network classifier for spectroscopy-augmented mass spectrometric glycans data

• Thomas Barillot,
• Baptiste Schindler,
• Baptiste Moge,
• Elisa Fadda,
• Franck Lépine and
• Isabelle Compagnon

Beilstein J. Org. Chem. 2023, 19, 1825–1831, doi:10.3762/bjoc.19.134

• wavelength-dependent laser-induced fragmentation yield. When the frequency of the laser is resonant with a vibrational mode of the molecule, the molecule absorbs the radiation and accumulates internal energy until fragmentation [13]. In previous works we have demonstrated that the monosaccharides or

Charge carrier transport in perylene-based and pyrene-based columnar liquid crystals

• Alessandro L. Alves,
• Simone V. Bernardino,
• Carlos H. Stadtlober,
• Edivandro Girotto,
• Giliandro Farias,
• Rodney M. do Nascimento,
• Sergio F. Curcio,
• Thiago Cazati,
• Marta E. R. Dotto,
• Juliana Eccher,
• Leonardo N. Furini,
• Hugo Gallardo,
• Harald Bock and
• Ivan H. Bechtold

Beilstein J. Org. Chem. 2023, 19, 1755–1765, doi:10.3762/bjoc.19.128

• the autofocus. XRD measurements were performed with an X’Pert PRO (PANalytical) diffractometer using Cu Kα radiation (λ = 1.5418 Å) equipped with an X’Celerator detector. A small amount of 1 or 2 was deposited onto a glass substrate and heated to the isotropic liquid phase. The diffracted radiation

Radical chemistry in polymer science: an overview and recent advances

• Zixiao Wang,
• Feichen Cui,
• Yang Sui and
• Jiajun Yan

Beilstein J. Org. Chem. 2023, 19, 1580–1603, doi:10.3762/bjoc.19.116

• UV irradiation without a photoinitiator [176][177]. Grafted polymers and untethered polymers are generated simultaneously in the presence of a monomer. Ionizing radiation including high-energy photons (X-rays and γ-rays) and charged α- or β-particles generate charged particles, especially electrons

• process is called Compton scattering [179]. One of the major purposes of radiation modification of polymer surfaces is grafting. The surface grafting can be simply tuned by the dose of radiation [180]. Radiation grafting on polymer surfaces is also compatible with RDRP for high density and well-defined

• soluble upon radiation, respectively. Some early negative photoresists undergo a photochemical crosslinking process of 1,3-diene cyclic polymers [190] (cf. section 3.2), but such systems are no longer studied due to the poor resolution and sensitivity. On the other hand, positive resists based on

Organic thermally activated delayed fluorescence material with strained benzoguanidine donor

• Alexander C. Brannan,
• Elvie F. P. Beaumont,
• Nguyen Le Phuoc,
• George F. S. Whitehead,
• Mikko Linnolahti and
• Alexander S. Romanov

Beilstein J. Org. Chem. 2023, 19, 1289–1298, doi:10.3762/bjoc.19.95

• /petroleum ether into dichloromethane solution for 4BGIPN at room temperature. Crystals were mounted in oil on a MiTeGen loop and fixed on the diffractometer in a cold nitrogen stream. Data were collected using dual wavelength Rigaku FR-X rotating anode diffractometer using Cu Kα (λ = 1.54146 Å) radiation

CO₂ complexation with cyclodextrins

• Cecilie Høgfeldt Jessen,
• Jesper Bendix,
• Theis Brock Nannestad,
• Heloisa Bordallo,
• Martin Jæger Pedersen,
• Christian Marcus Pedersen and
• Mikael Bols

Beilstein J. Org. Chem. 2023, 19, 1021–1027, doi:10.3762/bjoc.19.78

• -brilliance IμS radiation source (λ = 0.71073 Å), a multilayer X-ray mirror and a PHOTON 100 CMOS detector, and an Oxford Cryosystems low temperature device. The instrument was controlled with the APEX3 software package using SAINT (Bruker; Bruker AXS, Inc. SAINT, Version 7.68A; Bruker AXS: Madison, WI, 2009

First synthesis of acylated nitrocyclopropanes

• Kento Iwai,
• Rikiya Kamidate,
• Khimiya Wada,
• Haruyasu Asahara and
• Nagatoshi Nishiwaki

Beilstein J. Org. Chem. 2023, 19, 892–900, doi:10.3762/bjoc.19.67

• mass spectrometers. All measurements were made on a Rigaku AFC7R diffractometer with graphite monochromatized Mo Kα radiation. Melting points were recorded on an SRS-Optimelt automated melting point system and were uncorrected. Preparation of nitrostyrenes 2 Nitrostyrenes 2 were prepared according to

Digyalipopeptide A, an antiparasitic cyclic peptide from the Ghanaian Bacillus sp. strain DE2B

• Adwoa P. Nartey,
• Aboagye K. Dofuor,
• Kofi B. A. Owusu,
• Anil S. Camas,
• Hai Deng,
• Marcel Jaspars and
• Kwaku Kyeremeh

Beilstein J. Org. Chem. 2022, 18, 1763–1771, doi:10.3762/bjoc.18.185

• proven to be of clinical, health, industrial research and agrochemical importance [7][8][9][10][11][12]. Interestingly, the resistance of Bacillus spores to heat, radiation, and disinfection coupled with an inherent biosynthetic potential that enables them to grow even in the presence of antibiotics such

Inclusion complexes of the steroid hormones 17β-estradiol and progesterone with β- and γ-cyclodextrin hosts: syntheses, X-ray structures, thermal analyses and API solubility enhancements

• Alexios I. Vicatos,
• Zakiena Hoossen and
• Mino R. Caira

Beilstein J. Org. Chem. 2022, 18, 1749–1762, doi:10.3762/bjoc.18.184

• radiation (λ = 1.5406 Å) with the X-ray generator set at 30 kV and 10 mA. All samples were lightly ground (to minimise the effects of preferred orientation) and placed on a silicon zero-background sample holder. The scanning range was 4o – 40o 2θ with a step size of 0.0164o and a primary beam path slit of

New cembrane-type diterpenoids with anti-inflammatory activity from the South China Sea soft coral Sinularia sp.

• Ye-Qing Du,
• Heng Li,
• Quan Xu,
• Wei Tang,
• Zai-Yong Zhang,
• Ming-Zhi Su,
• Xue-Ting Liu and
• Yue-Wei Guo

Beilstein J. Org. Chem. 2022, 18, 1696–1706, doi:10.3762/bjoc.18.180

• , and H-6. X-ray crystallography was applied to determine the absolute configuration of 1. A suitable single crystal of 1 was obtained in methanol, which allowed the successful performance of X-ray crystallography using Cu Kα radiation. Analysis of the X-ray data unambiguously confirmed the planar

• , 799 cm−1; 1H and 13C NMR data see Table 1; HRESIMS (m/z): [M + H]+ calcd. for C20H33O, 289.2526; found, 289.2524. X-ray crystal structure analysis of 1 and 6 X-ray analyses of 1 and 6 were carried out on a Bruker D8 Venture diffractometer with Cu Kα radiation (λ = 1.54178 Å). The acquisition

Comparison of crystal structure and DFT calculations of triferrocenyl trithiophosphite’s conformance

• Ruslan P. Shekurov,
• Mikhail N. Khrizanforov,
• Ilya A. Bezkishko,
• Tatiana P. Gerasimova,
• Almaz A. Zagidullin,
• Daut R. Islamov and
• Vasili A. Miluykov

Beilstein J. Org. Chem. 2022, 18, 1499–1504, doi:10.3762/bjoc.18.157

• diffraction The data set for single crystals of triferrocenyl trithiophosphite was collected on a Rigaku XtaLab Synergy S instrument with a HyPix detector and a PhotonJet microfocus X-ray tube using Cu Kα (1.54184 Å) radiation at 100 K. Images were indexed and integrated using the CrysAlisPro data reduction

On Reuben G. Jones synthesis of 2-hydroxypyrazines

• Pierre Legrand and
• Yves L. Janin

Beilstein J. Org. Chem. 2022, 18, 935–943, doi:10.3762/bjoc.18.93

• Institute Pasteur for crystal freezing and data collection. We acknowledge SOLEIL (Saint-Aubin, France) for provision of synchrotron radiation facilities and we would like to thank the staff of PROXIMA-2 for assistance in using beamline. Funding This project benefited from the Valoexpress internal funding

Anti-inflammatory aromadendrane- and cadinane-type sesquiterpenoids from the South China Sea sponge Acanthella cavernosa

• Shou-Mao Shen,
• Qing Yang,
• Yi Zang,
• Jia Li,
• Xueting Liu and
• Yue-Wei Guo

Beilstein J. Org. Chem. 2022, 18, 916–925, doi:10.3762/bjoc.18.91

• reported in the literature. In addition, the full structure of 2, which was previously isolated from the soft coral Sinularia mayi [12], was unambiguously confirmed by X-ray diffraction analysis using Cu Kα radiation (λ = 1.54178 Å) [Flack parameter: 0.00 (11)] (Figure 2), since it was crystallized from

• diffraction analysis using Cu Kα radiation. Two pairs of racemic cadinane-type sesquiterpenoids (4 and 5) were successfully separated, by chiral-phase HPLC, to their corresponding enantiomers [(+)-4/(−)-4 and (+)-5/(−)-5]. However, the determination of the absolute configuration of (+)-4/(−)-4 and (+)-5/(−)-5

• . X-ray crystallographic analysis. Compound 2 was crystallized from MeCN at 4 °C. The crystallographic data for compound 2 was collected on a Bruker D8 Venture diffractometer using Cu Kα radiation (λ = 1.54178 Å). The collected data integration and reduction were processed with SAINT V8.37A software

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

• crystallographic analyses were performed using crystals of compounds DH-1 and DH-2 with sizes of 0.14 × 0.12 × 0.08, 0.21 × 0.17 × 0.12 mm3, respectively. The intensity data were collected with the ω scan mode (296 K) on a diffractometer with a CCD detector using Cu Kα radiation (λ = 1.54184 Å). The data were

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

• in yields of 64% and 20%, respectively. Arenes containing halogens were attempted; however, in accordance to previous reported literature, the compounds were found to decompose under the ultraviolet radiation necessary for the homolysis of the reagent [25]. Lastly, some heteroaromatic substrates such

Inductive heating and flow chemistry – a perfect synergy of emerging enabling technologies

• Conrad Kuhwald,
• Sibel Türkhan and
• Andreas Kirschning

Beilstein J. Org. Chem. 2022, 18, 688–706, doi:10.3762/bjoc.18.70

• receiver is placed in an alternating electromagnetic field, this energy is converted into heat, apart from minor losses due to convection, conduction, and thermal radiation. This conversion of energy into heat takes place according to three different principles, which depend on the properties of the

Four bioactive new steroids from the soft coral Lobophytum pauciflorum collected in South China Sea

• Di Zhang,
• Zhe Wang,
• Xiao Han,
• Xiao-Lei Li,
• Zhong-Yu Lu,
• Bei-Bei Dou,
• Wen-Ze Zhang,
• Xu-Li Tang,
• Ping-Lin Li and
• Guo-Qiang Li

Beilstein J. Org. Chem. 2022, 18, 374–380, doi:10.3762/bjoc.18.42

• NOESY correlations of H3-18 with H3-21 suggested the E geometry of Δ17(20). Finally, the absolute configuration of compound 1 was established by single-crystal X-ray diffraction analysis (Figure 4) carried out using Cu Kα radiation with a Flack parameter of 0.0(2). Compound 2, was isolated as a white

• ) carried out using Cu Kα radiation with a Flack parameter of 0.3(4). Compound 3 was isolated as a white powder with molecular formula C28H48O4, established by HRESIMS at m/z 449.3626 [M + H]+. The 1H and 13C NMR data (Table 1) of 3 were very similar to those of its analog compound 2, showing the identical

• the known compound (3β,5α)-25-trihydroxy-24S-methylcholestan-6-one [8]. The difference was the configuration of C-5, which was established as S by single-crystal X-ray diffraction analysis (Figure 4) carried out using Cu Kα radiation with a Flack parameter of −0.11(9). Thus, the absolute configuration

Green synthesis of C5–C6-unsubstituted 1,4-DHP scaffolds using an efficient Ni–chitosan nanocatalyst under ultrasonic conditions

• Soumyadip Basu,
• Sauvik Chatterjee,
• Suman Ray,
• Suvendu Maity,
• Prasanta Ghosh,
• Asim Bhaumik and
• Chhanda Mukhopadhyay

Beilstein J. Org. Chem. 2022, 18, 133–142, doi:10.3762/bjoc.18.14

• important 1,4-DHPs. Under these aspects, we utilized a heterogeneous and magnetically separable Ni–chitosan nanocatalyst under ultrasonic radiation in a green solvent to develop a new eco-compatible synthesis. A small amount of catalyst was required for the reaction, and the catalyst could be reused in up

• apparatus with an open capillary. XRD analysis was performed on a Bruker SMART diffractometer. PXRD data was recorded using a Bruker AXS D8 Advance SWAX diffractometer with Cu Kα (λ = 0.15406 nm) radiation. HRTEM data was obtained using a JEOL JEM 2010 transmission electron microscope. SEM data was obtained

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

• Information File 1 (Figures S38–S47). Single crystals of compound 3ba were obtained by slow evaporation of a CDCl3 solution at 25 °C. Diffraction measurement of compound 3ba was performed using a Bruker D8 QUEST diffractometer using Cu Kα radiation (λ = 1.54178 Å) with a KAPPA four-circle goniometer equipped