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Beilstein J Org Chem

Title:		Cyclodextrin-based Schiff base pro-fragrances: Synthesis and release studies
Author(s):		Palagyi A; Jindrich J; Dian J; Fourmentin S;
Address:		"Department of Organic Chemistry, Faculty of Science, Charles University, Hlavova 8, CZ-128 43 Prague, Czech Republic. ROR: https://ror.org/024d6js02. ISNI: https://www.isni.org/isni/000000041937116X Department of Chemical Physics and Optics, Faculty of Mathematics and Physics, Charles University, Ke Karlovu 3, 121 16, Prague 2, Czech Republic. ROR: https://ror.org/024d6js02. ISNI: https://www.isni.org/isni/000000041937116X Department of Analytical Chemistry, Faculty of Science, Charles University, Hlavova 8, CZ-128 43, Prague, Czech Republic. ROR: https://ror.org/024d6js02. ISNI: https://www.isni.org/isni/000000041937116X Unite de Chimie Environnementale et Interactions sur le Vivant (UCEIV), UR 4492 SFR Condorcet FR CNRS 3417, Universite du Littoral-Cote d'Opale (ULCO), Dunkerque, France. ROR: https://ror.org/02gdcg342. ISNI: https://www.isni.org/isni/0000000121134241"
Journal Title:		Beilstein J Org Chem
Year:		2022
Volume:		20220928
Issue:
Page Number:		1346 - 1354
DOI:		10.3762/bjoc.18.140
ISSN/ISBN:		1860-5397 (Print) 1860-5397 (Electronic) 1860-5397 (Linking)
Abstract:		"A simple method for the preparation of beta-cyclodextrin derivatives containing covalently bonded aldehydes via an imine bond was developed and used to prepare a series of derivatives from 6(I)-amino-6(I)-deoxy-beta-cyclodextrin and the following volatile aldehydes - cinnamaldehyde, cyclamen aldehyde, lilial, benzaldehyde, anisaldehyde, vanillin, hexanal, heptanal, citral, and 5-methylfurfural. Subsequently, the rate of release of the volatile compound from selected pro-fragrances, as a function of the environment (solvent, pH), was studied by (1)H NMR spectroscopy (for 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:		Schiff base aldehyde controlled release cyclodextrin imine kinetics pro-fragrance;
Notes:		"PubMed-not-MEDLINEPalagyi, Attila Jindrich, Jindrich Dian, Juraj Fourmentin, Sophie eng Germany 2022/10/18 Beilstein J Org Chem. 2022 Sep 28; 18:1346-1354. doi: 10.3762/bjoc.18.140. eCollection 2022"