End-group-functionalized poly(N,N-diethylacrylamide) via free-radical chain transfer polymerization: Influence of sulfur oxidation and cyclodextrin on self-organization and cloud points in water

• Sebastian Reinelt,
• Daniel Steinke and
• Helmut Ritter

Beilstein J. Org. Chem. 2014, 10, 680–691, doi:10.3762/bjoc.10.61

• polymer 8b in the presence of RAMEB-CD is shown. The formation of host–guest complexes of the polymer bound end-group with the RAMEB-CD cavity should reduce the hydrophobic character of the end-group and thus increase the cloud points of the polymers to a value close to the value of pure PDEAAm as already

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

• stoichiometry and binding constant of host–guest complexes, 1H NMR titration experiments are most common. These titration experiments give Δδ data for many independent signals which can independently be used to determine the stoichiometry and binding constant. Several NMR versions of Benesi–Hildebrand equations

Topochemical control of the photodimerization of aromatic compounds by γ-cyclodextrin thioethers in aqueous solution

• Hai Ming Wang and
• Gerhard Wenz

Beilstein J. Org. Chem. 2013, 9, 1858–1866, doi:10.3762/bjoc.9.217

• topochemical reaction. This type of topochemical control happening in solution is much more applicable than the classical topochemical control occurring in the crystalline state [3][43][49]. Conclusion Aromatic guests ANT, ACE, and COU form 1:2 (host/guest) complexes within γ-CD thioethers 1–7, which

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

Influence of cyclodextrin on the solubility and the polymerization of (meth)acrylated Triton^® X-100

• Melanie Kemnitz and
• Helmut Ritter

Beilstein J. Org. Chem. 2012, 8, 2176–2183, doi:10.3762/bjoc.8.245

• RAMEB-CD The reaction of Triton® X-100 (1) with methacryloyl chloride and acryloyl chloride gave the corresponding methacrylic ester 2 [2] and acrylic ester 3, respectively. Both monomers 2 and 3 were insoluble in water, but readily formed water-soluble host–guest complexes with RAMEB-CD (4 to 7) within

New enzymatically polymerized copolymers from 4-tert-butylphenol and 4-ferrocenylphenol and their modification and inclusion complexes with β-cyclodextrin

• Adam Mondrzyk,
• Beate Mondrzik,
• Sabrina Gingter and
• Helmut Ritter

Beilstein J. Org. Chem. 2012, 8, 2118–2123, doi:10.3762/bjoc.8.238

• subsequent click chemistry with N3-β-CD. The covalently bound cyclodextrin moiety and the covalently bound Fc or tert-butyl group form host/guest complexes as proven by DLS measurement. The cyclic voltammetry data shows that the central iron atom of the Fc moiety is present in the copolymer and can be

Influence of intramolecular hydrogen bonds on the binding potential of methylated β-cyclodextrin derivatives

• Gerhard Wenz

Beilstein J. Org. Chem. 2012, 8, 1890–1895, doi:10.3762/bjoc.8.218

• ]. The host–guest complexes, so-called cyclodextrin inclusion compounds, find many applications such as solubilization of pharmaceutical drugs, dispersion of cosmetics, catalysis, or chromatographic separation of enantiomers [2][7][8]. Application of β-CD 1 is hampered by its low solubility of 18.8 g L−1

• host–guest complexes. Thermodynamic data obtained for the guests 4-tert-butylbenzoate and adamantane-1-carboxylate are listed in Table 1 and Table 2, respectively. Remarkable differences in the binding constants for 4-tert-butylbenzoate were found for the β-CD derivatives 2–7. The completely methylated

Molecular solubilization of fullerene C₆₀ in water by γ-cyclodextrin thioethers

• Hai Ming Wang and
• Gerhard Wenz

Beilstein J. Org. Chem. 2012, 8, 1644–1651, doi:10.3762/bjoc.8.188

• hampered by the toxicities of the employed organic solvents or surfactants. The most successful strategy to carry the extremely hydrophobic C60 molecule into water is the use of appropriate water-soluble carriers that can form host–guest complexes, such as calixarenes [19][20] and cyclodextrins (CDs) [21

Mannose-decorated cyclodextrin vesicles: The interplay of multivalency and surface density in lectin–carbohydrate recognition

• Ulrike Kauscher and
• Bart Jan Ravoo

Beilstein J. Org. Chem. 2012, 8, 1543–1551, doi:10.3762/bjoc.8.175

• , the guest molecules are expected to form inclusion complexes at the surface of vesicles of amphiphilic cyclodextrin 5. More importantly, guest molecules 2–4 are expected to form multivalent host–guest complexes with a much higher effective binding constant than the monovalent binding constant reported

(How) does 1,3,5-triethylbenzene scaffolding work? Analyzing the abilities of 1,3,5-triethylbenzene- and 1,3,5-trimethylbenzene-based scaffolds to preorganize the binding elements of supramolecular hosts and to improve binding of targets

• Xing Wang and
• Fraser Hof

Beilstein J. Org. Chem. 2012, 8, 1–10, doi:10.3762/bjoc.8.1

• to achieve strong and specific binding to targeted guest molecules. Many important weak interactions are directional and lead to highly ordered host–guest complexes [1][2]. The preorganization of binding elements in a competent binding geometry can have enthalpic effects on binding when considering

Hyperbranched polyethylenimine bearing cyclodextrin moieties showing temperature and pH controlled dye release

• Indra Böhm,
• Susanne Katharina Kreth and
• Helmut Ritter

Beilstein J. Org. Chem. 2011, 7, 1130–1134, doi:10.3762/bjoc.7.130

• . Synthesis of host–guest complexes 4, 5 and 6: 4, 5: In 20 mL water, 0.15 g of 3 and 0.05 g of the anthraquinone derivative (either 1 or 2) were added and stirred for 24 h; 6: In 20 mL water, 0.15 g of 3 and 0.05 g of both anthraquinone derivatives 1 and 2 were added and stirred for 24 h. Preparation for UV

Chromo- and fluorophoric water-soluble polymers and silica particles by nucleophilic substitution reaction of poly(vinyl amine)

• Katja Hofmann,
• Ingolf Kahle,
• Frank Simon and
• Stefan Spange

Beilstein J. Org. Chem. 2010, 6, No. 79, doi:10.3762/bjoc.6.79

• solubility in organic solvents [26]. The use of cyclodextrins (CD) provides a further opportunity to solve these problems. Due to the formation of host–guest complexes with CD both reactants become completely soluble in water. According to Ritter et al., the 2,6-O-β-dimethylcyclodextrin (β-DMCD) derivative

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

Synthesis and binding studies of two new macrocyclic receptors for the stereoselective recognition of dipeptides

• Ana Maria Castilla,
• M. Morgan Conn and
• Pablo Ballester

Beilstein J. Org. Chem. 2010, 6, No. 5, doi:10.3762/bjoc.6.5

• oligopeptides represents an intermediate step toward the recognition of protein surfaces [1]. The studies of host–guest complexes as model systems of peptide–peptide interactions are of particular interest because they may provide insight into the structural basis of the high size/shape specificities and

Thematic series on supramolecular chemistry

• Christoph A. Schalley

Beilstein J. Org. Chem. 2009, 5, No. 76, doi:10.3762/bjoc.5.76

• interactions was of great interest. The first synthetic host-guest complexes were studied with respect to their components’ ability to bind selectively to each other through weak interactions. Mostly cations were used as the guests, because they provided rather strong binding interactions due to their charge