Spin and charge interactions between nanographene host and ferrocene

• Akira Suzuki,
• Yuya Miyake,
• Ryoga Shibata and
• Kazuyuki Takai

Beilstein J. Org. Chem. 2024, 20, 1011–1019, doi:10.3762/bjoc.20.89

• magnetic interactions between the nanographene host and FeCp2 guest molecules to achieve a ferromagnet using nanographene host–guest systems. In this study, we introduced ferrocene to ACFs and investigated the magnetic interaction between the host ACFs and ferrocene as magnetic guest molecule using X-ray

Switchable molecular tweezers: design and applications

• Pablo Msellem,
• Maksym Dekthiarenko,
• Nihal Hadj Seyd and
• Guillaume Vives

Beilstein J. Org. Chem. 2024, 20, 504–539, doi:10.3762/bjoc.20.45

• allosterically regulated host–guest systems to catalysis or magnetic properties. Redox switchable molecular tweezers One of the cleanest stimuli for supramolecular switching is electron transfer. Besides photoswitching, the undeniable advantages of redox switching are the absence of chemical waste and the fact

Insight into functionalized-macrocycles-guided supramolecular photocatalysis

• Minzan Zuo,
• Krishnasamy Velmurugan,
• Kaiya Wang,
• Xueqi Tian and
• Xiao-Yu Hu

Beilstein J. Org. Chem. 2021, 17, 139–155, doi:10.3762/bjoc.17.15

• of the host and guest as well as the degree of geometric complementarity [21][22]. CDs can recognize guests in both aqueous and solid environments, so that they can be used as an excellent host for the construction of photocatalytic systems. CD-based host–guest systems can realize various types of

Water-soluble host–guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres

• Si-Yuan Liu,
• Xin-Rui Wang,
• Man-Ping Li,
• Wen-Rong Xu and
• Dietmar Kuck

Beilstein J. Org. Chem. 2020, 16, 2551–2561, doi:10.3762/bjoc.16.207

• : fullerenes; host–guest systems; microspheres; supramolecular chemistry; tribenzotriquinacene; Introduction In the field of supramolecular chemistry, host–guest association through noncovalent interactions is an interesting and exciting topic, especially for the encapsulation of various fullerenes, such as

• of 0.3–3.5 μm were observed for the complex TBTQ-(OG)6 C60. Obviously, these aggregates form by further assembly of the supra-amphiphilic host–guest systems, as suggested in Figure 6c, due to the hydrophobic interactions governing the association behavior of TBTQ-(OG)6 C60 in water. Conclusion In

1,2,3-Triazolium macrocycles in supramolecular chemistry

• Mastaneh Safarnejad Shad,
• Pulikkal Veettil Santhini and
• Wim Dehaen

Beilstein J. Org. Chem. 2019, 15, 2142–2155, doi:10.3762/bjoc.15.211

• interactions, compared to monovalent receptor–ligand interactions offer the advantage of multiple and sequential binding within the host–guest systems. These noncovalent interactions which can be controlled in a chemical or physical manner depend on the binding sites in the multivalent assembly [67

Host–guest interactions in nor-seco-cucurbit[10]uril: novel guest-dependent molecular recognition and stereoisomerism

• Xiaodong Zhang,
• Wei Wu,
• Zhu Tao and
• Xin-Long Ni

Beilstein J. Org. Chem. 2019, 15, 1705–1711, doi:10.3762/bjoc.15.166

• of G2·host-2 are derived not only from the ion–dipole interactions between the host and guest, but also in the assistant of the hydrophobic effect. Notably, the entropic gain achieved with the G2·host-2 system was higher than that obtained with other host–guest systems, indicating that the large

Host–guest complexes of conformationally flexible C-hexyl-2-bromoresorcinarene and aromatic N-oxides: solid-state, solution and computational studies

• Rakesh Puttreddy,
• Ngong Kodiah Beyeh,
• S. Maryamdokht Taimoory,
• Daniel Meister,
• John F. Trant and
• Kari Rissanen

Beilstein J. Org. Chem. 2018, 14, 1723–1733, doi:10.3762/bjoc.14.146

• host–guest interactions persist even in these very competitive environments (Table 3, Figures S5 and S9, Supporting Information File 1). Conclusion Host–guest systems formed between C-hexyl-2-bromoresorcinarene (BrC6) and twelve aromatic N-oxides have been characterised using solid-state X-ray

Dynamics and interactions of ibuprofen in cyclodextrin nanosponges by solid-state NMR spectroscopy

• Monica Ferro,
• Franca Castiglione,
• Nadia Pastori,
• Carlo Punta,
• Lucio Melone,
• Walter Panzeri,
• Barbara Rossi,
• Francesco Trotta and
• Andrea Mele

Beilstein J. Org. Chem. 2017, 13, 182–194, doi:10.3762/bjoc.13.21

• host–guest systems. Experimental Materials and measurements The detailed procedures for the synthesis of CDNS and the preparation of the corresponding hydrogels containing IbuNa can be found and seen in [34]. In the following, we report the essential information on the synthesis and the experimental

Interactions of cyclodextrins and their derivatives with toxic organophosphorus compounds

• Sophie Letort,
• Sébastien Balieu,
• William Erb,
• Géraldine Gouhier and
• François Estour

Beilstein J. Org. Chem. 2016, 12, 204–228, doi:10.3762/bjoc.12.23

• expand the size of the cavities, resulting in a better hydrolysis inhibition of the pesticides through its deeper inclusion. The formation of inclusion complexes can also modulate the organophosphorus photodegradation rates, but the results strongly depend on the host–guest systems [59][60] (Table 5

• ions in the solvent. Acting as the active site, the substitution of secondary hydroxy groups might impact the hydrolysis rate. This was investigated comparing the effect of β-CD, DIMEB and TRIMEB on the alkaline hydrolysis of parathion, methyl parathion, and fenitrothion [53][54]. In all host–guest

• systems, the rate of alkaline hydrolysis is reduced with the the inclusion of the organophosphorothioate pesticides into the CDs (kc/kun < 1, Table 3). However it appears clearly that the three studied CDs do not share the same pesticide hydrolysis inhibition level as in all cases, fenitrothion is

Mechanical stability of bivalent transition metal complexes analyzed by single-molecule force spectroscopy

• Manuel Gensler,
• Christian Eidamshaus,
• Maurice Taszarek,
• Hans-Ulrich Reissig and
• Jürgen P. Rabe

Beilstein J. Org. Chem. 2015, 11, 817–827, doi:10.3762/bjoc.11.91

• the β2-adrenergic receptor [24] and rhodopsin [25]. On the field of supramolecular model systems DFS revealed the mechanical stability of coordination bonds [26][27][28], host–guest systems [29][30][31][32], and rotaxanes [33]. In 2008 Guzman et al. analyzed hydrogen bonds of 4H, 6H and 8H chains in

Inclusion of trans-resveratrol in methylated cyclodextrins: synthesis and solid-state structures

• Lee Trollope,
• Dyanne L. Cruickshank,
• Terence Noonan,
• Susan A. Bourne,
• Milena Sorrenti,
• Laura Catenacci and
• Mino R. Caira

Beilstein J. Org. Chem. 2014, 10, 3136–3151, doi:10.3762/bjoc.10.331

• reported above clearly indicate a mutual induced fit when TMA forms an inclusion complex with RSV. This phenomenon of mutual induced fit has recently been cited as a frequent occurrence in biological systems, but a rare one for synthetic host–guest systems [13]. However, its occurrence in CD inclusion

Synthesis and characterization of a new photoinduced switchable β-cyclodextrin dimer

• Florian Hamon,
• Claire Blaszkiewicz,
• Marie Buchotte,
• Estelle Banaszak-Léonard,
• Hervé Bricout,
• Sébastien Tilloy,
• Eric Monflier,
• Christine Cézard,
• Laurent Bouteiller,
• Christophe Len and
• Florence Djedaini-Pilard

Beilstein J. Org. Chem. 2014, 10, 2874–2885, doi:10.3762/bjoc.10.304

• –guest systems studied (temperature 298 K in water). Acknowledgements The authors would like to acknowledge financial support from the Agence Nationale de la Recherche ANR, France (CP2D program, CYCLOCAT project). Mathilde Bellot and Dr David Mathiron are thanked for their help with ITC and NMR

• modeling methods: (a) 1:1 chelate-type complex with AZO-CDim 1 in its cis configuration; linear (b) and cyclic (c) supramolecular polymers with AZO-CDim 1 in its trans configuration. Synthesis pathway of the dimer AZO-CDim 1. Thermodynamic parameters deduced from ITC experiments for the different host

Towards the sequence-specific multivalent molecular recognition of cyclodextrin oligomers

• Michael Kurlemann and
• Bart Jan Ravoo

Beilstein J. Org. Chem. 2014, 10, 2428–2440, doi:10.3762/bjoc.10.253

• -complementary cyclodextrin trimers host–guest systems of higher stoichiometry are formed. Based on these results further development of the guest strands can be done to create even heteromultivalent systems which show highly selective molecular recognition and can be used for the defined self-assembly of

• polymerization is possible, depending on the concentrations of the host and the guest strand (Figure 8B). The homodivalent guest strand 8 with two adamantane moieties shows an alternating complexation behavior towards the complementary CD dimer 3. The ITC data suggest that instead of 1:1 adducts 2:1 host–guest

• systems are formed. Therefore, the analysis was done using a 2:1 binding model, assuming two non-cooperative and independent complexations. This method gives intrinsic thermodynamic parameters (Table 2). The intrinsic binding constant is ca. 2 × 105 M−1. This value is 4-fold higher than the binding

Structure elucidation of β-cyclodextrin–xylazine complex by a combination of quantitative ¹H–¹H ROESY and molecular dynamics studies

• Syed Mashhood Ali,
• Kehkeshan Fatma and
• Snehal Dhokale

Beilstein J. Org. Chem. 2013, 9, 1917–1924, doi:10.3762/bjoc.9.226

• science and is the basis for most of the vital biological processes [1]. The basis of supramolecular chemistry is molecular recognition where host and guest species interact with each other and exist as a single system. These host–guest systems symbolize simplest examples of supramolecular systems in

Linkage of α-cyclodextrin-terminated poly(dimethylsiloxanes) by inclusion of quasi bifunctional ferrocene

• Helmut Ritter,
• Berit Knudsen and
• Valerij Durnev

Beilstein J. Org. Chem. 2013, 9, 1278–1284, doi:10.3762/bjoc.9.144

• verified by the shifts of the protons in the 1H NMR spectra and in the correlation signals of the 2D ROESY NMR spectra. Keywords: cyclodextrins; ferrocene; host–guest systems; polysiloxanes; supramolecular chemistry; Introduction Polymers containing cyclodextrins (CD) covalently or supramolecularly

Host–guest complexes of mixed glycol-bipyridine cryptands: prediction of ion selectivity by quantum chemical calculations, part V

• Svetlana Begel,
• Ralph Puchta and
• Rudi van Eldik

Beilstein J. Org. Chem. 2013, 9, 1252–1268, doi:10.3762/bjoc.9.142

• the widest range in both host–guest systems, see Table 9. The illustrated occurrence evidences the importance of the possible alteration of the angles between the CH2 groups and the Nsp3 bridgehead for optimal matching between the host and the guest molecules. The stereochemistry of all investigated

Enantioselective supramolecular devices in the gas phase. Resorcin[4]arene as a model system

• Caterina Fraschetti,
• Matthias C. Letzel,
• Antonello Filippi,
• Maurizio Speranza and
• Jochen Mattay

Beilstein J. Org. Chem. 2012, 8, 539–550, doi:10.3762/bjoc.8.62

• of tunable macrocycles largely studied in the context of host–guest chemistry, as cavitands [5] and capsules [6]. The great ability of resorcin[4]arenes to trap several classes of compounds makes them very suitable for the subtle study of the chemicophysical properties of their host–guest systems

Binding of group 15 and group 16 oxides by a concave host containing an isophthalamide unit

• Jens Eckelmann,
• Vittorio Saggiomo,
• Svenja Fischmann and
• Ulrich Lüning

Beilstein J. Org. Chem. 2012, 8, 11–17, doi:10.3762/bjoc.8.2

• to be obtained by curve fitting, which adds to the overall error. In our host–guest systems, saturation was not reached even when 20 equivalents of guests were used. An even larger excess of guest changed the polarity of the solvent to such an extent that all signals were affected, not only those

NMR studies of anion-induced conformational changes in diindolylureas and diindolylthioureas

• Damjan Makuc,
• Jennifer R. Hiscock,
• Mark E. Light,
• Philip A. Gale and
• Janez Plavec

Beilstein J. Org. Chem. 2011, 7, 1205–1214, doi:10.3762/bjoc.7.140

• along the C7–N7α bonds and the syn–syn conformer was preferred for anion–receptor complexes. The conformational changes upon anion binding are in good agreement with energetic preferences established by ab initio calculations. Keywords: anion recognition; conformation analysis; host–guest systems; NMR

Molecular recognition of organic ammonium ions in solution using synthetic receptors

• Andreas Späth and
• Burkhard König

Beilstein J. Org. Chem. 2010, 6, No. 32, doi:10.3762/bjoc.6.32

Progress in liquid crystal chemistry

• Sabine Laschat

Beilstein J. Org. Chem. 2009, 5, No. 48, doi:10.3762/bjoc.5.48

• smectic phases, nematic phase engineering by using V-shaped molecules, saddle-shaped columnar systems displaying anomalous odd-even effects, theoretical studies on the origin of chirality transfer in liquid crystalline host-guest systems, liquid crystalline carboranes and dyes and discotic phenanthrene