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Search for "disorder" in Full Text gives 120 result(s) in Beilstein Journal of Organic Chemistry.

Origami with small molecules: exploiting the C–F bond as a conformational tool

  • Patrick Ryan,
  • Ramsha Iftikhar and
  • Luke Hunter

Beilstein J. Org. Chem. 2025, 21, 680–716, doi:10.3762/bjoc.21.54

Graphical Abstract
  • favourable accommodation of a wider C–C(F2)–C angle within the cyclic product 11. Another illustration of the geometric perturbation caused by the wider C–C(F2)–C angle comes from the stearic acids 12 and 13 (Figure 3); the gem-difluorinated analogue 13 has substantially greater conformational disorder
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Published 02 Apr 2025

Unprecedented visible light-initiated topochemical [2 + 2] cycloaddition in a functionalized bimane dye

  • Metodej Dvoracek,
  • Brendan Twamley,
  • Mathias O. Senge and
  • Mikhail A. Filatov

Beilstein J. Org. Chem. 2025, 21, 500–509, doi:10.3762/bjoc.21.37

Graphical Abstract
  • ). Crystallographic bond length restraints and constraints were used in each model and bond lengths and angle accuracy are affected by the disorder model (see Supporting Information File 1 for further details). In the case of Cl2B (all crystals, Figure 5), the torsion angle between the two double bonds in the bimane
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Published 05 Mar 2025

Multicomponent reactions driving the discovery and optimization of agents targeting central nervous system pathologies

  • Lucía Campos-Prieto,
  • Aitor García-Rey,
  • Eddy Sotelo and
  • Ana Mallo-Abreu

Beilstein J. Org. Chem. 2024, 20, 3151–3173, doi:10.3762/bjoc.20.261

Graphical Abstract
  • illnesses characterized by delusions, hallucinations, and disorganized behavior. This illness can manifest itself across a spectrum of conditions such as major depressive disorder (MDD), bipolar disorder, delusional and schizophreniform disorder. The prototypical psychotic disorder is schizophrenia, which
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Published 03 Dec 2024

Controlled oligomerization of [1.1.1]propellane through radical polarity matching: selective synthesis of SF5- and CF3SF4-containing [2]staffanes

  • Jón Atiba Buldt,
  • Wang-Yeuk Kong,
  • Yannick Kraemer,
  • Masiel M. Belsuzarri,
  • Ansh Hiten Patel,
  • James C. Fettinger,
  • Dean J. Tantillo and
  • Cody Ross Pitts

Beilstein J. Org. Chem. 2024, 20, 3134–3143, doi:10.3762/bjoc.20.259

Graphical Abstract
  • transition had occurred – see Supporting Information File 1 for details.) Accordingly, we gather that the rate of cooling plays an important role whereby rapid cooling effectively "shocks" the crystal of 3, compressing the unit cell isotropically, and ultimately leads to more disorder in the asymmetric unit
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Published 29 Nov 2024

The charge transport properties of dicyanomethylene-functionalised violanthrone derivatives

  • Sondos A. J. Almahmoud,
  • Joseph Cameron,
  • Dylan Wilkinson,
  • Michele Cariello,
  • Claire Wilson,
  • Alan A. Wiles,
  • Peter J. Skabara and
  • Graeme Cooke

Beilstein J. Org. Chem. 2024, 20, 2921–2930, doi:10.3762/bjoc.20.244

Graphical Abstract
  • -fold. It is also notable that 3a bearing branched 2-ethylhexyl side chains showed inferior performance compared to the isomeric 3b with linear n-octyl chains. The poor device performance is most likely caused by branched side chains that might induce a stronger disorder in the film, which results in
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Published 13 Nov 2024

Synthesis, electrochemical properties, and antioxidant activity of sterically hindered catechols with 1,3,4-oxadiazole, 1,2,4-triazole, thiazole or pyridine fragments

  • Daria A. Burmistrova,
  • Andrey Galustyan,
  • Nadezhda P. Pomortseva,
  • Kristina D. Pashaeva,
  • Maxim V. Arsenyev,
  • Oleg P. Demidov,
  • Mikhail A. Kiskin,
  • Andrey I. Poddel’sky,
  • Nadezhda T. Berberova and
  • Ivan V. Smolyaninov

Beilstein J. Org. Chem. 2024, 20, 2378–2391, doi:10.3762/bjoc.20.202

Graphical Abstract
  • –N1 is 160°/164°, here and further, two data sets are given, taking into account the pyridine cycle disorder). In the crystal of 5, two molecules form pairs due to the π–π interactions between pyridine cycles (the Cg···Cg distance between centroids is 3.855(4) and 3.891(4) Å; the angle between the
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Published 19 Sep 2024

Research progress on the pharmacological activity, biosynthetic pathways, and biosynthesis of crocins

  • Zhongwei Hua,
  • Nan Liu and
  • Xiaohui Yan

Beilstein J. Org. Chem. 2024, 20, 741–752, doi:10.3762/bjoc.20.68

Graphical Abstract
  • ), and interleukin-6 (IL-6) [56][57][58]. The combination of crocins with doxorubicin and curcumin also showed a good anti-inflammation effect [56][59]. Antidepression Alsanie et al. found that the therapeutic effect of C. sativus extract on mild and moderate depressive disorder is comparable to
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Published 09 Apr 2024

Effects of the aldehyde-derived ring substituent on the properties of two new bioinspired trimethoxybenzoylhydrazones: methyl vs nitro groups

  • Dayanne Martins,
  • Roberta Lamosa,
  • Talis Uelisson da Silva,
  • Carolina B. P. Ligiero,
  • Sérgio de Paula Machado,
  • Daphne S. Cukierman and
  • Nicolás A. Rey

Beilstein J. Org. Chem. 2023, 19, 1713–1727, doi:10.3762/bjoc.19.125

Graphical Abstract
  • corresponded to the aldehyde-derived ring, containing the –CH3 (or –NO2) substituents, an effect which is more explicit in hdz-NO2, probably due to the intrinsic disorder observed in its structure. The comparison between theoretical and experimental selected geometric parameters can be seen in Tables S1 and S2
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Published 10 Nov 2023

Benzoimidazolium-derived dimeric and hydride n-dopants for organic electron-transport materials: impact of substitution on structures, electrochemistry, and reactivity

  • Swagat K. Mohapatra,
  • Khaled Al Kurdi,
  • Samik Jhulki,
  • Georgii Bogdanov,
  • John Bacsa,
  • Maxwell Conte,
  • Tatiana V. Timofeeva,
  • Seth R. Marder and
  • Stephen Barlow

Beilstein J. Org. Chem. 2023, 19, 1651–1663, doi:10.3762/bjoc.19.121

Graphical Abstract
  • disorder in 1h2 and hydrogen atoms for clarity. Molecular structures from the single crystal structures of 1bH (upper left), 1gH (upper right), 1hH (lower left), and 1iH (lower right), shown with 50% thermal ellipsoids and excluding hydrogen atoms for clarity, except for the hydridic 2-hydrogen atoms
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Published 01 Nov 2023

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

Graphical Abstract
  • solved in Olex2 using SHELXT and refined using SHELXL (Table 3) [19]. There is some disorder in one water molecule, which was modelled over two positions and some disorder in at least two of the primary alcohol groups, which was modelled. The latter disorder is not uncommon in α-cyclodextrin structures
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Published 17 Jul 2023

Strategies in the synthesis of dibenzo[b,f]heteropines

  • David I. H. Maier,
  • Barend C. B. Bezuidenhoudt and
  • Charlene Marais

Beilstein J. Org. Chem. 2023, 19, 700–718, doi:10.3762/bjoc.19.51

Graphical Abstract
  • ) [8][9][10]. Commercial pharmaceutical agents based on dibenzo[b,f]azepine (1a), or the 10,11-dihydro derivative thereof (2a), include imipramine (3) and clomipramine (4) (tricyclic antidepressants) [11][12][13][14], opipramol (5) (generalized anxiety disorder) [15] and carbamazepine (6) (seizure
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Published 22 May 2023

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

Graphical Abstract
  • the hormones BES and PRO, while the complex γ-CD·BES was readily shown to be isostructural with γ-CD·PRO by PXRD. Severe disorder of the encapsulated steroid molecules in the respective channels of the CD molecular assemblies was evident, however, preventing their modelling, but combination of the
  • innovative study of their crystal isostructurality within the series and with published complexes. SCXRD was employed to deduce structural features of the complexes at the molecular level, while the occurrence of severe guest disorder prompted the non-routine application of a method for yielding complex
  • and γ-CD·PRO and location and refinement of water oxygen atoms, difference electron density (Δρ) peaks with very low magnitudes (generally ≤ 1 e·Å−3) appeared within the respective host cavities, indicating severe disorder of the included steroidal guest molecules. This is a common situation for β-CD
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Published 22 Dec 2022

Synthesis of C6-modified mannose 1-phosphates and evaluation of derived sugar nucleotides against GDP-mannose dehydrogenase

  • Sanaz Ahmadipour,
  • Alice J. C. Wahart,
  • Jonathan P. Dolan,
  • Laura Beswick,
  • Chris S. Hawes,
  • Robert A. Field and
  • Gavin J. Miller

Beilstein J. Org. Chem. 2022, 18, 1379–1384, doi:10.3762/bjoc.18.142

Graphical Abstract
  • unknown; b) previously disclosed C6–Me and C6–amido structure-to-function tools for GMD; c) C6-modified GDP-Mans of type 8 and 9, targeted in this work. Structure of 16 with ADPs rendered at the 50% probability level. Acetyl group disorder is omitted for clarity. Atom colour scheme: carbon = black, oxygen
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Published 30 Sep 2022

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

Graphical Abstract
  • were observed, aggravating its analysis. DF decay transients were perturbed by conformational disorder, typical for D–A TADF compounds in solid films [41][45][46][47]. The presence of conformational disorder made exponential fitting of DF transients hardly possible due to the multiexponential temporal
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Published 05 May 2022

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

Graphical Abstract
  • obtain for the entropy of mixing: Thus, the driving force of the mixing process is the increase in disorder due to the mixing of the particles of both species. ∆mG is therefore always negative for ideal mixtures of any composition with a minimum at a certain ratio A–B and is always smaller than the Gibbs
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Published 20 Aug 2021

A systems-based framework to computationally describe putative transcription factors and signaling pathways regulating glycan biosynthesis

  • Theodore Groth,
  • Rudiyanto Gunawan and
  • Sriram Neelamegham

Beilstein J. Org. Chem. 2021, 17, 1712–1724, doi:10.3762/bjoc.17.119

Graphical Abstract
  • processes and specific glycosylation pathways. TF–pathway relationships in breast cancer We provide a more detailed description of our findings in breast cancer as an example. This disorder appears in 5 unique molecular subtypes based on the PAM50 classification [17]. These include the following: i) normal
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Published 22 Jul 2021

Chemical approaches to discover the full potential of peptide nucleic acids in biomedical applications

  • Nikita Brodyagin,
  • Martins Katkevics,
  • Venubabu Kotikam,
  • Christopher A. Ryan and
  • Eriks Rozners

Beilstein J. Org. Chem. 2021, 17, 1641–1688, doi:10.3762/bjoc.17.116

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Published 19 Jul 2021

Co-crystallization of an organic solid and a tetraaryladamantane at room temperature

  • Fabian Rami,
  • Jan Nowak,
  • Felix Krupp,
  • Wolfgang Frey and
  • Clemens Richert

Beilstein J. Org. Chem. 2021, 17, 1476–1480, doi:10.3762/bjoc.17.103

Graphical Abstract
  • monoclinic. The TEO/phenol asymmetric unit consists of three TEO and three phenol molecules, resulting in a molar ratio TEO/phenol of 1:1 (Figure 2b/d). In the crystals, the ethoxy group of one of the TAA molecules is disordered, and one phenol molecule exhibits a 120°-rotational disorder for its hydroxy
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Published 21 Jun 2021

Structural effects of meso-halogenation on porphyrins

  • Keith J. Flanagan,
  • Maximilian Paradiz Dominguez,
  • Zoi Melissari,
  • Hans-Georg Eckhardt,
  • René M. Williams,
  • Dáire Gibbons,
  • Caroline Prior,
  • Gemma M. Locke,
  • Alina Meindl,
  • Aoife A. Ryan and
  • Mathias O. Senge

Beilstein J. Org. Chem. 2021, 17, 1149–1170, doi:10.3762/bjoc.17.88

Graphical Abstract
  • the effect of the di-bromination is evident. The addition of a phenyl ring to the 15-position (compound 5) increases the disorder observed. However, when this is changed to a bromine atom, an alleviation of ring strain is observed resulting in a structure that is more planar than compound 1
  • that the fluorine atom is too small to overly impact the overall packing. This structure has a planar conformation similar to that of 2,3,7,8,12,13,17,18-octaethylporphyrin [41]. Due to the high disorder in the crystal structure (the fluorine atom is disordered over the four meso positions) an accurate
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Published 14 May 2021

Molecular basis for protein–protein interactions

  • Brandon Charles Seychell and
  • Tobias Beck

Beilstein J. Org. Chem. 2021, 17, 1–10, doi:10.3762/bjoc.17.1

Graphical Abstract
  • conserved than in non-isologous interfaces [66]. Furthermore, homooligomeric complexes have more disorder regions than heterooligomeric complexes, and thereby an increasing allosteric regulation [67]. Jayashree et al. [68] analysed datasets of 45 transient protein–protein complex structures and analysed the
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Published 04 Jan 2021

How and why plants and human N-glycans are different: Insight from molecular dynamics into the “glycoblocks” architecture of complex carbohydrates

  • Carl A. Fogarty,
  • Aoife M. Harbison,
  • Amy R. Dugdale and
  • Elisa Fadda

Beilstein J. Org. Chem. 2020, 16, 2046–2056, doi:10.3762/bjoc.16.171

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  • undetected because of their intrinsic structural disorder. In this work we use molecular dynamics (MD) simulations to provide insight into N-glycans’ 3D structure by analysing the effects of a set of very specific modifications found in plants and invertebrate N-glycans, which are immunogenic in humans. We
  • glycoblocks. Unlike a description based on the monosaccharide sequence and linkages as two separate features, the transition to well-defined and self-contained units, integrating information on both monosaccharides and linkages, can help us rationalize and deconvolute the glycans structural disorder and
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Published 21 Aug 2020

Heterogeneous photocatalysis in flow chemical reactors

  • Christopher G. Thomson,
  • Ai-Lan Lee and
  • Filipe Vilela

Beilstein J. Org. Chem. 2020, 16, 1495–1549, doi:10.3762/bjoc.16.125

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  • molecular layers [107]. The complex models used to describe charge transport in organic materials with differing degrees of disorder is well described by Liu, Noh, and co-workers [108]. The relative permittivity or dielectric constant (εr(ω)), which influences the screening of the charge carriers within the
  • dependent on the temperature and electronic disorder as each hop requires the reorganisation of the molecules in the chain [115]. A particularly popular organic semiconductor photocatalyst in the recent literature is graphitic carbon nitride (g-C3N4) [23]. g-C3N4 was one of the first synthetic polymers
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Published 26 Jun 2020

Efficient synthesis of piperazinyl amides of 18β-glycyrrhetinic acid

  • Dong Cai,
  • ZhiHua Zhang,
  • Yufan Meng,
  • KaiLi Zhu,
  • LiYi Chen,
  • ChangXiang Yu,
  • ChangWei Yu,
  • ZiYi Fu,
  • DianShen Yang and
  • YiXia Gong

Beilstein J. Org. Chem. 2020, 16, 798–808, doi:10.3762/bjoc.16.73

Graphical Abstract
  • -glycyrrhetinic acid derivative 18. The molecular structure of compound 18 in the crystalline state is shown in Figure 3. In this crystal structure, there is an orientational disorder of the m-fluorophenyl moiety due to the rotation of a single bond. Details for the crystal structure determinations are given in
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Published 21 Apr 2020

Towards triptycene functionalization and triptycene-linked porphyrin arrays

  • Gemma M. Locke,
  • Keith J. Flanagan and
  • Mathias O. Senge

Beilstein J. Org. Chem. 2020, 16, 763–777, doi:10.3762/bjoc.16.70

Graphical Abstract
  • charge from The Cambridge Crystallographic Data Centre via http://www.ccdc.cam.ac.uk/data_request/cif. Triptycene as a scaffold and selected porphyrin and BODIPY arrays. Single crystal X-ray structure of triptycene 5. (a) Molecular structure of 5 in the crystal with hydrogen atoms and minor disorder
  • (iii) of another triptycene molecule. Hydrogen atoms and minor disorder omitted for clarity (thermal displacement 50%). Single crystal X-ray structure of triptycene-linked zinc-nickel porphyrin dimer 16 showing the conformation within the crystal structure; (a) top-view of zinc porphyrin; (b) top-view
  • of nickel porphyrin. Hydrogen atoms and minor disorder are omitted for clarity (thermal displacement 50%). Views of the single crystal X-ray structure of triptycene-linked zinc-nickel porphyrin dimer 16 showing the π-stacking homo-metallic interactions between Ni(II)-porphyrin···Ni(II)-porphyrin (a
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Published 17 Apr 2020

Halogen-bonding-induced diverse aggregation of 4,5-diiodo-1,2,3-triazolium salts with different anions

  • Xingyu Xu,
  • Shiqing Huang,
  • Zengyu Zhang,
  • Lei Cao and
  • Xiaoyu Yan

Beilstein J. Org. Chem. 2020, 16, 78–87, doi:10.3762/bjoc.16.10

Graphical Abstract
  • have been omitted for clarity. Packing structure of 2-OAc. Hydrogen atoms and solvent molecules have been omitted for clarity. Packing structure of 2-TFA. Hydrogen atoms and disorder of fluorine atoms have been omitted for clarity. Side view (left) and top view (right). Packing structure of 2-I.1.5I2
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Published 13 Jan 2020
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