Antibiofilm and cytotoxic metabolites from the entomopathogenic fungus Samsoniella aurantia

• Rita Toshe,
• Syeda J. Khalid,
• Blondelle Matio Kemkuignou,
• Esteban Charria-Girón,
• Paul Eckhardt,
• Birthe Sandargo,
• Kunlapat Nuchthien,
• J. Jennifer Luangsa-ard,
• Till Opatz,
• Hedda Schrey,
• Sherif S. Ebada and
• Marc Stadler

Beilstein J. Org. Chem. 2025, 21, 327–339, doi:10.3762/bjoc.21.23

• . aureus biofilm revealed that these compounds did not significantly inhibit cell adherence to the substrate in binding assay nor they showed profound dispersion of preformed biofilms in biofilm eradication assay in the low µg/mL range. However, they effectively reduced metabolic activity and cell

Quantifying the ability of the CF₂H group as a hydrogen bond donor

• Matthew E. Paolella,
• Daniel S. Honeycutt,
• Bradley M. Lipka,
• Jacob M. Goldberg and
• Fang Wang

Beilstein J. Org. Chem. 2025, 21, 189–199, doi:10.3762/bjoc.21.11

• also at odds with the experimental and theoretical results described below. We tentatively attributed the discrepancies to the involvement of other possible solute–solvent interactions, such as solute dipolarity, polarizability, and dispersion [47]. Ostensibly, these interactions can vary significantly

Surprising acidity for the methylene of 1,3-indenocorannulenes?

• Shi Liu,
• Märt Lõkov,
• Sofja Tshepelevitsh,
• Ivo Leito,
• Kim K. Baldridge and
• Jay S. Siegel

Beilstein J. Org. Chem. 2024, 20, 3144–3150, doi:10.3762/bjoc.20.260

• energetic analyses of the molecular systems for all compounds described in this study were carried out with the B97-D dispersion enabled density functional method [29][30], using an ultrafine grid, together with the def2-TZVPP basis set [31]. Full geometry optimizations were performed and uniquely

Interaction of a pyrene derivative with cationic [60]fullerene in phospholipid membranes and its effects on photodynamic actions

• Hayato Takagi,
• Çetin Çelik,
• Ryosuke Fukuda,
• Qi Guo,
• Tomohiro Higashino,
• Hiroshi Imahori,
• Yoko Yamakoshi and
• Tatsuya Murakami

Beilstein J. Org. Chem. 2024, 20, 2732–2738, doi:10.3762/bjoc.20.231

• may be attributed to the presence of unembedded PyBA in the dispersion. To this PyBA-embedded catC60-lip system, methanol was added to completely destroy the liposome structures, resulting in the regain of the fluorescence intensity (Figure 4b). The results clearly demonstrate that PyBA interacts with

• the 1O2 adduct of 4-oxo-TEMP (4-oxo-TEMPO) were observed in the dispersion of catC60-lip ([catC60] = 5 µM) in PBS(–) showing an evidence of energy transfer reaction by the photoexcited catC60 (Figure 5a(ii)). In the presence of electron donor (NADH) under photoirradiation, •OH generation was observed

Photoluminescence color-tuning with polymer-dispersed fluorescent films containing two fluorinated diphenylacetylene-type fluorophores

• Kazuki Kobayashi,
• Shigeyuki Yamada,
• Motohiro Yasui and
• Tsutomu Konno

Beilstein J. Org. Chem. 2024, 20, 2682–2690, doi:10.3762/bjoc.20.225

• and effective luminescence color-tuning method is proposed to investigate the photoluminescence behavior of two-component polymer dispersion films blended with two types of fluorinated diphenylacetylenes, namely blue- and yellow- or red-fluorescent fluorinated diphenylacetylenes. It is confirmed that

• fluorescence or phosphorescence from different luminescent centers in the polymer matrix should be combined, and the PL color can be precisely tuned by controlling the ratio of the PL luminescent materials [27][28][29]. In this study, we prepared polymer dispersion fluorescent films containing two compounds

• ) films Initially, we tested the PL behavior of polymer dispersion films containing fluorinated diphenylacetylenes 1a–g as a single component, as shown in Figure 3, because the PL behavior of fluorescent molecules dispersed in a polymer matrix generally differs from that in a dilute solution or the

Computational design for enantioselective CO₂ capture: asymmetric frustrated Lewis pairs in epoxide transformations

• Maxime Ferrer,
• Iñigo Iribarren,
• Tim Renningholtz,
• Ibon Alkorta and
• Cristina Trujillo

Beilstein J. Org. Chem. 2024, 20, 2668–2681, doi:10.3762/bjoc.20.224

• with the Gaussian16 quantum chemical software package [29], using the B3LYP density functional [30][31] along with the Grimme dispersion correction including Becke and Johnson damping D3(BJ) [32][33][34] and the def2-TZVP basis set [35]. Harmonic frequencies were computed at the optimisation level to

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

• , and dispersion forces (Edisp) of −12.5, −29.5, and −34.2 kcal/mol, respectively (Figure 6a–c and Figures S26–28 in Supporting Information File 1). Other sets of the ion pairs in the crystal structures showed smaller interaction energies. For example, the pair of 2+ and BF4− located at the side of TATA

Synthesis and conformational analysis of pyran inter-halide analogues of ᴅ-talose

• Olivier Lessard,
• Mathilde Grosset-Magagne,
• Paul A. Johnson and
• Denis Giguère

Beilstein J. Org. Chem. 2024, 20, 2442–2454, doi:10.3762/bjoc.20.208

• includes effective core potentials for iodine. Empirical dispersion was accounted with Grimme’s D3 [72][73] correction including Becke–Johnson damping [74]. Computations were performed both in the gas phase (i.e., individual molecules with thermal corrections at 298.15 K based on ideal gas assumptions) and

Catalysing (organo-)catalysis: Trends in the application of machine learning to enantioselective organocatalysis

• Stefan P. Schmid,
• Leon Schlosser,
• Frank Glorius and
• Kjell Jorner

Beilstein J. Org. Chem. 2024, 20, 2280–2304, doi:10.3762/bjoc.20.196

• , Chen and Pollice proposed Pint as a descriptor of the London dispersion potential that is universal and can be calculated without a probe system [94]. Although Pint has not been utilised for organocatalysis, the authors applied it to a Pd-metal-catalysed enantioselective 1,1-diarylation of benzyl

• dispersion interaction between the DABCOnium system and the CPA is governing the exo-selectivity. For the application of the ML techniques discussed above, it is assumed that all studied reactions follow the same mechanism. If that is not the case, models cannot be reliably fit to the data points, similar to

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

• recorded on a JASCO FP-8500. All calculations were carried out using the Gaussian 16 program [21]. The DFT calculations were carried out using the long-range and dispersion-corrected ωB97X-D functional [22]. The 6-31G(d,p) basis set was used for H, C, O, and S atoms [23][24]. The solvent effect of CH2Cl2

Factors influencing the performance of organocatalysts immobilised on solid supports: A review

• Zsuzsanna Fehér,
• Dóra Richter,
• Gyula Dargó and
• József Kupai

Beilstein J. Org. Chem. 2024, 20, 2129–2142, doi:10.3762/bjoc.20.183

• mesoporous system, resulting in a high surface area and uniform pore size. As a result, a high degree of dispersion of the piperazine active sites was achieved, leading to a catalyst exhibiting comparable activity and selectivity to that of a homogenous organocatalyst. Moreover, the hydrophobic surface of

Hetero-polycyclic aromatic systems: A data-driven investigation of structure–property relationships

• Sabyasachi Chakraborty,
• Eduardo Mayo Yanes and
• Renana Gershoni-Poranne

Beilstein J. Org. Chem. 2024, 20, 1817–1830, doi:10.3762/bjoc.20.160

• ][33] level, including the D3 dispersion correction [29] by Grimme with Becke-Johnson damping [30]. We used the DFT-calculated dataset to generate fitting functions, such that all xTB-generated data was corrected to near DFT-level accuracy [9]. It is these corrected data that we use in this report to

Polymer degrading marine Microbulbifer bacteria: an un(der)utilized source of chemical and biocatalytic novelty

• Weimao Zhong and
• Vinayak Agarwal

Beilstein J. Org. Chem. 2024, 20, 1635–1651, doi:10.3762/bjoc.20.146

• Microbulbifer strains may require repeated rounds of serial enrichment. This genus was first described by Gonzales et al. in 1997 [5]. More than 130 strains have been reported from regions of wide geographical dispersion (Table 1, Figure 1). Microbulbifer bacteria are well known for their capacity to degrade

pKalculator: A pK_a predictor for C–H bonds

• Rasmus M. Borup,
• Nicolai Ree and
• Jan H. Jensen

Beilstein J. Org. Chem. 2024, 20, 1614–1622, doi:10.3762/bjoc.20.144

• identify the lowest-energy conformer. We then conduct re-optimization in ORCA (v. 5.0.4) [22][23], using the dispersion D4-corrected DFT functional CAM-B3LYP [24][25], the Karlsruhe [26][27] triple-ζ basis set, def2-TZVPPD, and the conductor-like polarizable continuum model (CPCM) [28] as the implicit

Divergent role of PIDA and PIFA in the AlX₃ (X = Cl, Br) halogenation of 2-naphthol: a mechanistic study

• Kevin A. Juárez-Ornelas,
• Manuel Solís-Hernández,
• Pedro Navarro-Santos,
• J. Oscar C. Jiménez-Halla and
• César R. Solorio-Alvarado

Beilstein J. Org. Chem. 2024, 20, 1580–1589, doi:10.3762/bjoc.20.141

• , we found the ω-B97XD functional [35] appropriate for this study because it considered dispersion interactions through a range separation (22% for short range and 100% Hartree–Fock for long range), which properly describes thermochemistry and noncovalent interactions. When searching for the critical

Regio- and stereochemical stability induced by anomeric and gauche effects in difluorinated pyrrolidines

• Ana Flávia Candida Silva,
• Francisco A. Martins and
• Matheus P. Freitas

Beilstein J. Org. Chem. 2024, 20, 1572–1579, doi:10.3762/bjoc.20.140

• these functionals was based on whether or not they included dispersion terms that could influence the absolute energy. These functionals are widely used and have demonstrated strong performance in numerous evaluations and validations across the literature. Similarly, for the basis sets, a comparison was

A comparison of structure, bonding and non-covalent interactions of aryl halide and diarylhalonium halogen-bond donors

• Nicole Javaly,
• Theresa M. McCormick and
• David R. Stuart

Beilstein J. Org. Chem. 2024, 20, 1428–1435, doi:10.3762/bjoc.20.125

• both these phenomena (orbital overlap and electrostatics) are operative (covalent and ionic bonds), our observations suggest a unique feature of halogen bonding that relates to bond length. Pauli repulsion and dispersion are additional factors that have been included in defining halogen bonds [25

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

• (about 85%) of the supernatant was poured out and subjected to UV−vis−NIR measurements (Figure 5b). For the dispersion of raw HiPco SWNTs, probe-type sonication was carried out below 0 °C for 2 h, followed by centrifugation at 543000g for 50 min. The supernatant was subjected to UV−vis−NIR measurements

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

• unsubstituted aryl moiety. The viscosities of the 4-CF3 and 2,4-F2 TAAILs with butyl chains are very similar, since the viscosity is influenced by π–π and dispersion effects facilitated by the electron-withdrawing effect of the fluorine atoms [46][47]. The 4-OCF3 substituted TAAIL with a butyl chain, however

• ][62][63] and D3 dispersion correction with the Becke–Johnson damping scheme [64][65]. All optimized structures were confirmed to be true minima by the absence of negative frequencies after harmonic vibrational modes calculation. The MEP was visualized with GaussView6. Comparing the 4,5

Stability trends in carbocation intermediates stemming from germacrene A and hedycaryol

• Naziha Tarannam,
• Prashant Kumar Gupta,
• Shani Zev and
• Dan Thomas Major

Beilstein J. Org. Chem. 2024, 20, 1189–1197, doi:10.3762/bjoc.20.101

• ) basis set [33]. Additionally, to check the reliability of the energy calculations single point calculations were also performed with the larger def2-TZVPP [34] basis set for both functionals and to account for intramolecular non-covalent interactions, D3 dispersion corrections were added to the M06-2X

Novel route to enhance the thermo-optical performance of bicyclic diene photoswitches for solar thermal batteries

• Akanksha Ashok Sangolkar,
• Rama Krishna Kadiyam and
• Ravinder Pawar

Beilstein J. Org. Chem. 2024, 20, 1053–1068, doi:10.3762/bjoc.20.93

• Perdew–Burke–Ernzerhof (PBE) functional along with the inclusion of the Grimme’s D3 dispersion correction. (a) Previously studied BBD-based photoswitches, (b) recently reported protocol to synthesize a BBD structure with elongated unsaturated bridge [37], (c) BBD-based photoswitches studied in the

Spatial arrangements of cyclodextrin host–guest complexes in solution studied by ¹³C NMR and molecular modelling

• Konstantin Lebedinskiy,
• Ivan Barvík,
• Zdeněk Tošner,
• Ivana Císařová,
• Jindřich Jindřich and
• Radim Hrdina

Beilstein J. Org. Chem. 2024, 20, 331–335, doi:10.3762/bjoc.20.33

• dispersion forces and hydrogen bonding between the cyclodextrin (CD) unit and the guest molecule. Determination of the ee of chiral guests was achieved by observing the splitting of 1H NMR signals of the achiral host upon formation of diastereomeric inclusion complexes [18][19]. Shifting the H-3 and H-5

Electron-beam-promoted fullerene dimerization in nanotubes: insights from DFT computations

• Laura Abella,
• Gerard Novell-Leruth,
• Josep M. Ricart,
• Josep M. Poblet and
• Antonio Rodríguez-Fortea

Beilstein J. Org. Chem. 2024, 20, 92–100, doi:10.3762/bjoc.20.10

• Computational methods). This significant amount of energy, which could be overestimated, comes from the π–π interactions between the C60 surface and the CNT wall and is modelled in a first approximation using Grimme’s corrections to the dispersion energy [16]. This interaction energy is comparable to those in

• . Grimme3 BJ-DAMP dispersion corrections have also been included in all calculations [24]. Stationary points were fully characterized by computing the Hessian matrix. Car–Parrinello molecular dynamics (CPMD) simulations were performed by means of the CPMD program [25][26]. The description of the electronic

• ) [27]. The PBE functional was selected as the density functional. Dispersion corrections were also considered in the calculations. We used a fictitious electron mass of 800 a.u. The simulations were carried out using periodic boundary conditions in a tetragonal cell (side length of 11 Å and height of

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

• containing 40 mL of methanol and 20 mL of an H2PtCl6·6H2O solution (0.03 mM) was added to the dispersion. The resulting suspension was stirred under N2 atmosphere for 45 min followed by irradiation over 2 h with six 365 nm LEDs (with a total photon flux of 4.7 µmol s−1) mounted on 2 heat sinks (see

Preparing a liquid crystalline dispersion of carbon nanotubes with high aspect ratio

• Keiko Kojima,
• Nodoka Kosugi,
• Hirokuni Jintoku,
• Kazufumi Kobashi and
• Toshiya Okazaki

Beilstein J. Org. Chem. 2024, 20, 52–58, doi:10.3762/bjoc.20.7

• 305-8571, Japan 10.3762/bjoc.20.7 Abstract We successfully prepared a surfactant-assisted carbon nanotube (CNT) liquid crystal (LC) dispersion with double-walled CNTs (DWCNTs) having a high aspect ratio (≈1378). Compared to dispersions of single-walled CNTs (SWCNTs) with lower aspect ratio, the

• transition concentrations from isotropic phase to biphasic state, and from biphasic state to nematic phase are lowered, which is consistent with the predictions of the Onsager theory. An aligned DWCNT film was prepared from the DWCNT dispersion by a simple bar-coating method. Regardless of the higher aspect

• . Keywords: aqueous dispersion; bar-coating; carbon nanotube; coffee-ring effect; liquid crystal; Introduction Carbon nanotubes (CNTs) are cylindrical carbon structures with high electrical conductivity and tensile strength in the direction of the tube, anticipated as durable and highly conductive fibers