Controlled supramolecular assemblies of luminescent tridentate cyclometalated alkynylgold(III) amphiphiles in aqueous media

• Kelvin Sze-Yim Cai,
• Brian Boyan Liu and
• Franco King-Chi Leung

Beilstein J. Org. Chem. 2026, 22, 1097–1106, doi:10.3762/bjoc.22.88

• gold(III) amphiphiles molecular designs and the resulting nanostructural changes. In general, gold(III) complexes suffered from low luminescent properties due to the intrinsic low-energy d–d ligand field states and the enriched electrophilicity of the gold(III) metal center. The non-emissive low-lying

• d–d state of gold(III) complexes quenches the luminescent excited state through thermal equilibrium and energy transfer [53]. Cyclometalated gold(III) complexes incorporated with strong σ-donating alkynyl ligands, reported by Yam, exhibit enhanced luminescent properties under ambient conditions

• rate of 1.0 °C/min. The UV–vis absorption spectrum of the solution shows an intense absorption band at 304–318 nm and a moderately intense vibronic-structured absorption band at 360–405 nm at 20.0 °C (Figure 1a, black line). The vibrational progressional spacings of 1300–1310 cm−1 in the lower energy

Synthesis of novel 1,2,4-oxadiazole-isoxazoline hybrids and their in silico potential with adenosine receptors

• Pshtiwan S. Mohammed,
• Mohammed K. S. Dalo,
• Onur C. Yazıcı,
• Muhammet Yildirim and
• Akın Sağırlı

Beilstein J. Org. Chem. 2026, 22, 1033–1047, doi:10.3762/bjoc.22.82

• . Notably, the S-enantiomer of 7x showed the strongest interaction with the receptor, displaying the highest binding energy (−10.0 kcal/mol). Other derivatives with comparably high affinities included the S-enantiomers of 7j (−9.9 kcal/mol) and 7o (−9.8 kcal/mol); the R-enantiomers of 7w and 7x (−9.8 kcal

• may contribute to drug discovery efforts by providing valuable insights for the design of more potent and selective inhibitors of the adenosine A1 receptor. ADMET studies An in silico ADMET analysis of the compounds with binding energy scores ≥ −9.5 kcal/mol (7d, 7j, 7n, 7o, 7s, 7t, 7u, 7w, 7x, 7ah

Synthesis and optical resolution of 4,5-diaminohomoadamantane: a promising scaffold for chiral ligands and bioactive compounds

• Polina A. Man’kova,
• Vadim A. Shiryaev,
• Olga S. Podlipnova,
• Marat M. Khisyamov,
• Dmitry S. Nikerov,
• Alexander N. Reznikov and
• Yuri N. Klimochkin

Beilstein J. Org. Chem. 2026, 22, 1013–1022, doi:10.3762/bjoc.22.80

• conformers must be taken into account. Recently, it was shown, that calculated optical rotation values may be significantly affected not only by conformers but also by conformations that are close to them in energy [102][103]. Therefore, to calculate the specific rotation of (4R,5R)-8a′ we applied a

• optimization and optical rotation calculations of the chosen conformations were performed using DFT method with the CAM-B3LYP functional and the 6-311G++(2d,2p) basis set with solvation by CH2Cl2 in SMD model. The distribution of conformations was calculated on the basis of their relative energy with respect

• to the minimum energy using the Boltzmann law. The overall specific rotation was calculated through weight averaging of all chosen conformations. The results of the specific rotation calculation for six wavelengths, reported in Table 1, agree well with the experimental values of specific rotation

The role of spacer length and flexibility in peptide self-assembly

• Julian Link,
• Albin Lahu,
• Manfred Wagner,
• Tanja Weil and
• David Y. W. Ng

Beilstein J. Org. Chem. 2026, 22, 986–996, doi:10.3762/bjoc.22.77

• , the fluorescence intensities follow the trend C6 > C3 > C0. While ideal H-aggregates are often associated with fluorescence quenching due to exciton splitting and forbidden lowest-energy transitions, the increased emission intensity observed for 6 and 7 suggests deviation from the idealized limit. The

Electrochemical reduction of unsaturated carbon–carbon bonds via 3d transition-metal catalysis

• Geon Kang,
• Minki Jeon,
• Pooja Kumari Jat,
• Cheoljae Kim and
• Isaac Choi

Beilstein J. Org. Chem. 2026, 22, 955–981, doi:10.3762/bjoc.22.75

• along an energetically viable pathway with a notably low barrier, consistent with a concerted mechanism. These findings collectively delineate the proposed Z-selective reduction catalytic cycle. Moreover, bond dissociation energy analysis revealed that the relatively weak Co–H (42.4 kcal mol−1) and Co–C

• revealed the emergence of new absorption features upon alkyne addition, consistent with the formation of a vinyl–Co(III) intermediate. DFT calculations further demonstrated that variation of the salen ligand framework modulates the Co–C bond-dissociation energy (BDE) of the vinyl–cobalt intermediate

Synthesis of sterically shielded piperidine nitroxides via acid-catalyzed heterocyclization of β-aminoketone derivatives with ketones

• Mark M. Gulman,
• Yurii I. Glazachev and
• Sergey A. Dobrynin

Beilstein J. Org. Chem. 2026, 22, 948–954, doi:10.3762/bjoc.22.74

• use as catalysts for alcohol oxidation [8], electrode active materials in energy storage devices (batteries) [9], as well as antioxidants and superoxide dismutase (SOD) mimetics [10]. Their sterically shielded analogs, such as 2,2,6,6-tetraethylpiperidine-1-oxyl (TEEPO), were initially developed for

Recent advances in copper-catalyzed direct hydroamination of alkenes with (hetero)aromatic amines

• Hyejeong Lee and
• Yunmi Lee

Beilstein J. Org. Chem. 2026, 22, 925–947, doi:10.3762/bjoc.22.73

• CuCo2O4 catalyst was prepared via an oxalate decomposition method and extensively characterized using powder X-ray diffraction, field-emission scanning electron microscopy, and energy dispersive X-ray spectroscopy. Structural analysis revealed the formation of microsheet-like architectures with high

A practical CO₂-mediated synthesis of 5,6-carboxylated silicon-rhodamines for targeted probe development

• Dongjie Hou,
• Shaowei Wu,
• Ning Xu,
• Pengjun Bao,
• Wenhao Jia,
• Qinglong Qiao and
• Zhaochao Xu

Beilstein J. Org. Chem. 2026, 22, 915–924, doi:10.3762/bjoc.22.72

• , 22578443, 22378385, 22278394, 22507121, and 22508383); the Chinese Academy of Sciences Project for Young Scientists in Basic Research Grant No.YSBR-104; the Energy Revolution S&T Program of Yulin Innovation Institute of Clean Energy, Grant No.E412050705; the Liaoning Binhai Laboratory (LBLD-2024-07); the

Palladium-catalyzed benzocyclization reactions of quinoline-2-carboxamides via sequential C–H/N–H functionalization

• Shoichi Sugita,
• Kentaro Okano and
• Atsunori Mori

Beilstein J. Org. Chem. 2026, 22, 905–914, doi:10.3762/bjoc.22.71

• paper is based on results obtained from a project, JPNP23006, commissioned by the New Energy and Industrial Technology Development Organization (NEDO). This work was supported by Kobe University.

Cascade transformation of 2-(diazoacetyl)-2H-azirines to 2-aroyl-3-hydroxy-1H-pyrroles via condensation with aromatic aldehydes

• Timur O. Zanakhov,
• Ekaterina E. Galenko,
• Mikhail S. Novikov and
• Alexander F. Khlebnikov

Beilstein J. Org. Chem. 2026, 22, 897–904, doi:10.3762/bjoc.22.70

• , to our knowledge, no derivative of trans-2-oxa-7-azabicyclo[4.1.0]heptane has been prepared [25][26]. According to our DFT calculations, trans-2-oxa-7-azabicyclo[4.1.0]heptane has a 42.6 kcal/mol higher Gibbs energy than the cis isomer, and the introduction of two sp2-hybridized carbons, as in

• ) exhibiting a lower relative Gibbs free energy than the starting compounds. According to the calculations, the reaction of azirine 1a and benzaldehyde 2c results in the formation of two diastereomers, (RR,SR)- and (RR,RR)-A, which can undergo a conformational transition to intermediates (RR,SR)- and (RR,RR)-B

• diastereoisomer (1RR,3RR,6RR)-Phe-4 has a Gibbs free energy 1.95 kcal/mol higher than the diastereoisomer (1RR,3SR,6RR)-Phe-4 (Scheme 3), i.e., under the conditions of the equilibrium reaction at 298 K, the diastereoisomer (1RR,3SR,6RR)-Phe-4 should be the main product (the ratio of diastereoisomers (1RR,3SR,6RR

Diastereodivergent electrophilic trapping of α-boryl lithium derivatives

• Tereza Pavlíčková,
• Noam Orbach and
• Ilan Marek

Beilstein J. Org. Chem. 2026, 22, 882–887, doi:10.3762/bjoc.22.68

• revealed that the electrophile preferentially approaches from the face opposite the coordinating lithium cation, with the lowest-energy transition state stabilized by a lithium cation–vinyl interaction (see A in Scheme 1) [34]. Results and Discussion The intricate interplay of the coordination and steric

The trans-influence in gold chemistry from a catalytic perspective

• Manfred Bochmann

Beilstein J. Org. Chem. 2026, 22, 838–856, doi:10.3762/bjoc.22.66

• strengthening of a metal–ligand bond M–X as the result of another ligand L in trans position to X. The term refers to a ground-state property of a complex, such as M–X bond dissociation energy and bond length, and is therefore dictated by thermodynamics. “Trans-influence” is closely related to but distinct from

• electron-rich trialkylphosphines, increased the proportion of N-bonded thiocyanate [24]. More recently, Espinet and co-workers used solution microcalorimetry with in-situ generated HI to provide bond dissociation energy scales for the Au–C bonds in R–Au(PPh3) (R = Me, aryl or alkynyl), and further to

• small energy differences that arise from a combination of steric and electronic factors. Equally important is the use of calculated rather than crystallographically determined bond-length parameters to establish a scale of ligand characteristics. As Budzelaar and co-workers have pointed out [27

Unsymmetrical sulfoxides with sterically hindered catechol fragment: synthesis, structure, electrochemical properties, and antiradical activity

• Daria A. Burmistrova,
• Vasiliy A. Fokin,
• Oleg P. Demidov,
• Mikhail A. Kiskin,
• Maxim V. Arsenyev,
• Andrey I. Poddel’sky,
• Nadezhda T. Berberova and
• Ivan V. Smolyaninov

Beilstein J. Org. Chem. 2026, 22, 828–837, doi:10.3762/bjoc.22.65

• presence of the readily oxidizable catechol core. The presence of a redox-active catechol moiety adjacent to the sulfoxide group can significantly influence the formation of intra- and intermolecular hydrogen bonds and affect the O–H bond dissociation energy, which in turn may substantially impact the

• 1.82–1.91 V. The value of Epox2 for the above-mentioned compounds is shifted anodically by 0.26–0.31 V relative to the corresponding thioethers, reflecting an increase in the Gibbs free energy (ΔG) of the electrooxidation process by 12–15 kcal/mol. Redox transformations at the sulfur atom occur in

Knoevenagel condensation of 4,5- and 1,8-diazafluorenes

• Darya S. Cheshkina,
• Christina S. Becker,
• Alina A. Sonina and
• Maxim S. Kazantsev

Beilstein J. Org. Chem. 2026, 22, 803–812, doi:10.3762/bjoc.22.62

• sample preparation and 6 hours later. HRMS were obtained with a Thermo Scientific Double Focusing System (DFS) high-resolution mass spectrometer. Samples were introduced into the mass spectrometer by direct inlet. Electron ionization with 70 eV energy was used. Measurements of the exact masses of

Halogenated azobenzene acrylates: from efficient solution photoswitching to stable solid-state photochromic materials

• Martina Vachtlová,
• Michaela Fecková,
• Vítězslav Zima,
• Jan Podlesný,
• Milan Klikar,
• Oldřich Pytela,
• Patrik Pařík,
• Jakub Opršal,
• Eliška Juhaňáková,
• Veronika Chrtová and
• Filip Bureš

Beilstein J. Org. Chem. 2026, 22, 782–794, doi:10.3762/bjoc.22.60

• -configuration) after irradiation with UV light. Furthermore, when a fluorescent pyrene moiety was embedded into the azopeptoids, the emission wavelength could be significantly modulated via the photoinduced azobenzene E/Z switch by allowing Förster resonance energy transfer (FRET) [14]. Azobenzene has also been

• analogue 1f, indicating an oxidation of the phenolic moiety is more difficult. As summarized in Table 2 and visualized in the energy level diagram (Figure 3), the electrochemical measurements point to the steady HOMO and LUMO energies and their differences ΔE = 3.05–3.09 eV. The experimental data are

• utilization as molecular photoswitches. Molecular structure of investigated compounds 1a–f and known azobenzene derivatives A–C exploited in thermal sensing. Representative TGA (left) and DSC (right) curves of compounds 1c (black) and 1d (red). Energy level diagram of the electrochemically measured (black

Synthesis and biological evaluation of new brassinosteroid analogs with C-22 benzoate function

• María Núñez,
• Camila Escobar,
• Mario Párraga,
• Mauricio Soto,
• Luis Espinoza-Catalán,
• Katy Díaz and
• Andrés F. Olea

Beilstein J. Org. Chem. 2026, 22, 753–762, doi:10.3762/bjoc.22.57

• [37][38]. Interestingly, the interpretation of the obtained data is commonly carried out in terms of the binding energy of BRs analogs to the active site of A. thaliana, which is calculated from molecular docking studies [28]. Herein, the difference of bending angles induced by analogs 12, 14 and 17

• of A. thaliana. The results provide information on the most probable configuration, the main interactions, and the binding energy as a function of the chemical structure of BR analogs. The lower binding energy is commonly associated to the most active BR analog. Thus, docking results have allowed to

• BAK1 [50][51]. Furthermore, BRL2 was also excluded from the analysis because it does not exhibit high-affinity binding to brassinolide and is therefore considered non-functional in ligand perception within this signaling context. The calculated binding energy values are presented in Table 4

Rongalite addition to dienones: diastereoselectivity in cyclic sulfone synthesis; stereochemical rationalization and prospects as a general conjugate nucleophile

• Melina Goga,
• Hao Zong,
• James Franco,
• Jazmine Prana,
• Rudolph Michel,
• Antonia Muro,
• Elana Rubin,
• Janet Brenya,
• Henk Eshuis and
• Magnus W. P. Bebbington

Beilstein J. Org. Chem. 2026, 22, 742–752, doi:10.3762/bjoc.22.56

• product, we used density functional theory (DFT) and conformational search techniques based on tight-binding methods to find the energetically minimized structure of 7 (see Supporting Information File 1 for details on all computations). The lowest energy structure is depicted in Figure 3. It shows a

• work, by which we were able to locate transition states for reactions to give trans-12a and the unobserved cis-12b (Figure 4). The activation energy difference to reach TS-12a, leading to 12a and TS-12b, leading to 12b was found to be a significant 4.7 kcal/mol in favor of TS-12a (see Supporting

• reaction of this type. What follows is an examination of the transition state structures leading to the trans and cis-isomers 12a and 12b; although the transition states leading to 1a and 1b may differ slightly in energy, they are very similar in appearance to those for 12a and 12b. Examination of the

Harnessing light energy with molecules

• Grace G. D. Han,
• Mogens Brøndsted Nielsen and
• Hermann A. Wegner

Beilstein J. Org. Chem. 2026, 22, 680–682, doi:10.3762/bjoc.22.52

• Liebig University Giessen, 35392 Giessen, Germany Center of Materials Research (LaMa/ZfM), Justus Liebig University Giessen, 35392 Giessen, Germany 10.3762/bjoc.22.52 Photoirradiation is one of the most effective ways of introducing energy into a molecule with high spatiotemporal resolution. From

• photoexcited states, molecules can relax via various pathways, which essentially converts photon energy to other forms of energy, including chemical and thermal energy. This thematic issue highlights various photochemical processes, for example by which some of the photon energy is stored within the molecule

• structural modifications of the chromophores, aiming for example at moving their absorption from the ultraviolet spectral region to the visible region. This is of importance for efficient exploitation of solar energy, i.e., matching molecular absorption with the solar emission spectrum, or for photodynamic

Using generative AI to transform peptide hits into small molecule leads

• Joshua Mills and
• Yu Heng Lau

Beilstein J. Org. Chem. 2026, 22, 672–679, doi:10.3762/bjoc.22.51

• molecule candidates, providing potential alternatives to traditional computationally expensive physics-based workflows such as docking, MD, and free-energy perturbation (FEP) calculations for affinity estimation. For example, Boltz-2 features a strong emphasis on affinity prediction in addition to its core

Photoorganocatalytic trifluoromethylation of (het)arenes in green conditions

• Egor N. Boronin,
• Svetlana E. Kaurkina,
• Milena M. Svetlakova,
• Anton S. Bolshakov,
• Maxim V. Arsenyev,
• Vasilii F. Otvagin,
• Alexey Yu. Fedorov,
• Timothy Noël and
• Alexander V. Nyuchev

Beilstein J. Org. Chem. 2026, 22, 662–671, doi:10.3762/bjoc.22.50

• -catalyzed [8], organic photocatalyst-mediated, or electrochemical transformations [9], and also include continuous-flow processes [6][10][11][12][13]. Given that photocatalytic reactions align with the principles of green chemistry, particularly energy efficiency and the use of catalytic pathways, such

• CF3 radical, is an endothermic process. The subsequent attack of the electrophilic CF3 radical on the benzene ring, accompanied by its oxidation, proceeds through exothermic steps. The proton transfer to the solvent constitutes the most favorable step, resulting in an overall free energy change (ΔG

Hydrogen production from formic acid catalyzed by NHC–Cu complexes

• Orlando Santoro and
• Catherine S. J. Cazin

Beilstein J. Org. Chem. 2026, 22, 620–627, doi:10.3762/bjoc.22.48

• sustainable energy sources is nowadays one of biggest challenges faced by the scientific community and society. Because of its high energy content, hydrogen has been proposed as a possible solution [1][2][3][4][5]. However, the problems connected to its generation, delivery, and storage are limitations to the

Computational prediction of C–H hydricities and their use in predicting the regioselectivity of electron-rich C–H functionalisation reactions

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

Beilstein J. Org. Chem. 2026, 22, 603–610, doi:10.3762/bjoc.22.46

• –N, C–C, and C–X bond formations, carbene insertions, and oxidative transformations. Comparative analysis with ALFABET, a bond dissociation energy (BDE)-based ML model, reveals that hydricity predictions, when combined with steric accessibility, correctly identify the reactive site in eight out of

• host of other reactivity predictors. Keywords: bond dissociation energy; hydricity; hydride affinity; hydride-transfer reactions; machine learning (ML); quantum chemistry (QM); Introduction Bond dissociation energies (BDEs) and pKa values for C–H bonds are often used to rationalise and predict the

• Butina clustering using pairwise heavy-atom root mean square deviation (RMSD) with a threshold of 0.5 Å [12][15]. To identify the lowest-energy conformer, we subsequently re-optimise the remaining conformers in DMSO with the semiemprical quantum chemistry method GFN2-xTB[16] and apply the ALPB implicit

Continuous-flow carbonyl hydrogenation under subatmospheric to atmospheric hydrogen pressure enabled by robust heterogeneous Pt–Fe catalysts

• Hiroyuki Miyamura,
• Ryosuke Kajiyama,
• Shun-ya Onozawa,
• Yoshihiro Kon and
• Shū Kobayashi

Beilstein J. Org. Chem. 2026, 22, 575–582, doi:10.3762/bjoc.22.43

• ]. Recently, continuous-flow organic synthesis has attracted much attention from both academia and industry, because it offers numerous advantages, such as not only a high productivity with limited space but also realizing green sustainable syntheses minimizing required energy and resources. When

• produced by sustainable energy, because purifying and pressurizing hydrogen gas consumes large amounts of energy comparable to the energy required to generate green hydrogen [34]. We set up a continuous-flow system in which a mixture of H2 and N2 was introduced by two individually regulated mass-flow

• conditions is adaptable to sustainable chemical synthesis, minimizing energy consumption and enabling the use of green hydrogen. In addition, the newly obtained insights regarding the relationships among the Fe/Pt ratios in the catalysts, the bimetallic structure, and the resulting catalytic performance for

Molecular tweezer–peptide conjugates disrupt the protein–protein interaction between survivin and histone H3 essential in mitosis

• Catherine Gsell,
• Philipp Rebmann,
• Karina Opara,
• Christine Beuck,
• Peter Bayer,
• David Bier,
• Ingrid R. Vetter and
• Thomas Schrader

Beilstein J. Org. Chem. 2026, 22, 557–567, doi:10.3762/bjoc.22.41

• . demonstrated that survivin contributes most of the binding energy to this critical complex with histone H3 [8]. In 2011, a crystal structure was solved depicting structural details of the H3 N-terminus (1–21) bound by survivin’s BIR domain (Figure 2). Only the first six residues (ARpTKQT) show electron density

• Ca2+ cation from the crystallization buffer, is visible next to the cavity (Figure S12 in Supporting Information File 1). From recent complexation experiments with lipids, it is known that even uncharged alkyl groups may occupy the tweezer cavity and gain binding energy through dispersive interactions

• between tweezer and peptide must be considerably shortened; loss of Lys-4 would thus substantially lower the overall binding energy. Extended linkers on the other hand may allow complexation of well-accessible Lys-120, 129 or Lys-130. Just one more glycine placed between the H3 peptide and 5

Experimental and DFT studies on the regioselective methanolysis of 5-azido-9-oxabicyclo[6.1.0]nonan-4-yl 4-nitrobenzoate isomers

• İlknur Polat,
• Selçuk Eşsiz and
• Emine Salamci

Beilstein J. Org. Chem. 2026, 22, 547–556, doi:10.3762/bjoc.22.40

• computations were performed to gain insights into the mechanism underlying regioselectivity for the methanolysis of the isomeric epoxides 9 (Figure 3). Detailed mechanistic routes involving all possible intermediates responsible for the regioselectivity step were constructed and the free energy barriers for

• formed in both pathways. Free energy computations indicate that the intermediate 12 is thermodynamically more stable by 4.9 kcal mol−1 compared to intermediate 15. The nucleophilic attack by chloride ion bifurcates into two paths, namely C1- (route a) and C2-attacks (route b) for intermediates 12 and 15

• correlates well with the computed activation barriers and the divergence of the competing reaction pathways. In this context, despite the presence of a hydrogen-bonding interaction in TS2, TS1 is lower in energy due to a more favourable cyclooctane conformation. Notably, the relatively small energy