Cyclodextrin-based Schiff base pro-fragrances: Synthesis and release studies

• Attila Palágyi,
• Jindřich Jindřich,
• Juraj Dian and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2022, 18, 1346–1354, doi:10.3762/bjoc.18.140

• benzaldehyde) and static headspace-gas chromatography (for benzaldehyde, heptanal, and 5-methylfurfural). The aldehyde release rate from the imine was shown to depend substantially on the pH from the solution and the air humidity from the solid state. Keywords: aldehyde; controlled release; cyclodextrin

• . The aldehyde release itself from the buffers and by humidity was followed by static headspace-gas chromatography (SH-GC). Results and Discussion Synthesis of pro-fragrances 6I-Amino-6I-deoxy-β-cyclodextrin (amino-β-CD, 1) was chosen as the most appropriate amino-cyclodextrin derivative due to its

• in ppm, and the values of the interaction constants (J) in Hz. Standard numbering for cyclodextrin’s glucose units and numbering with apostrophes for substituents were used to assign NMR signals. Static headspace-gas chromatography measurements were conducted with an Agilent headspace autosampler

Removal of volatile organic compounds using amphiphilic cyclodextrin-coated polypropylene

• Ludmilla Lumholdt,
• Sophie Fourmentin,
• Thorbjørn T. Nielsen and
• Kim L. Larsen

Beilstein J. Org. Chem. 2014, 10, 2743–2750, doi:10.3762/bjoc.10.290

• and five other benzene-based volatile organic compounds (VOCs) (see Table 2) were chosen as model compounds. Their uptake by the ACD-functionalised PP was characterised using static headspace gas chromatography (SH-GC). These VOCs have been shown in the literature to effectively form stable inclusion

• measured by static headspace gas chromatography after a minimum equilibration time of 12 hours. After this, equilibrium between the three phases of the VOCs, gaseous, aqueous, and complexed, is assumed to be established according to: where VOCg and VOCaq are the VOCs present in the gaseous and aqueous

• molecular weight (g/mol) of the amphiphilic CD, and A is the amount of the coating as expressed in µmol/g. Static headspace gas chromatography analyses The VOCs (Table 2) were prepared as 1000 ppm ethanol solutions. 10 mL of water containing the suitable amount of VOC solution and a 12.5 cm2 piece of PP

Space filling of β-cyclodextrin and β-cyclodextrin derivatives by volatile hydrophobic guests

• Sophie Fourmentin,
• Anca Ciobanu,
• David Landy and
• Gerhard Wenz

Beilstein J. Org. Chem. 2013, 9, 1185–1191, doi:10.3762/bjoc.9.133

• Saarbrücken, Germany 10.3762/bjoc.9.133 Abstract The inclusion of volatile derivatives of benzene and cyclohexane in β-cyclodextrin (β-CD), hydroxypropyl-β-CD, and hydrophilic β-CD-thioethers was investigated by static headspace gas chromatography (HS-GC) and molecular modelling. The obtained binding

• constants strongly increase with the amount of space filling of the CD cavity and the salt concentration. β-CD thioethers show a 3–10 times higher binding potential than native β-CD. Keywords: cyclodextrins; inclusion compound; molecular modelling; space filling; static headspace gas chromatography; vapor

• VOCs. To demonstrate their versatility, two homologous series of volatile hydrophobic benzene and cyclohexane derivatives were chosen. These guests do not contain any hydrophilic substituents, therefore no attractive or repulsive polar interaction had to be taken into account. Since static headspace