Quantitative Kinetic Modeling in Photoresponsive Supramolecular Chemistry: The Case of Water-Soluble Azobenzene/Cyclodextrin Complexes.

Autor: Royes J; Laboratoire des IMRCP, Université de Toulouse, CNRS UMR 5623, Université Toulouse III-Paul Sabatier, 118 Rte de Narbonne, F-31062 Toulouse Cedex, France.; ITAV, Université de Toulouse, CNRS, UPS, 1 Place Pierre Potier, 31106 Toulouse Cedex 1, France., Courtine C; Laboratoire des IMRCP, Université de Toulouse, CNRS UMR 5623, Université Toulouse III-Paul Sabatier, 118 Rte de Narbonne, F-31062 Toulouse Cedex, France., Lorenzo C; ITAV, Université de Toulouse, CNRS, UPS, 1 Place Pierre Potier, 31106 Toulouse Cedex 1, France., Lauth-de Viguerie N; Laboratoire des IMRCP, Université de Toulouse, CNRS UMR 5623, Université Toulouse III-Paul Sabatier, 118 Rte de Narbonne, F-31062 Toulouse Cedex, France., Mingotaud AF; Laboratoire des IMRCP, Université de Toulouse, CNRS UMR 5623, Université Toulouse III-Paul Sabatier, 118 Rte de Narbonne, F-31062 Toulouse Cedex, France., Pimienta V; Laboratoire des IMRCP, Université de Toulouse, CNRS UMR 5623, Université Toulouse III-Paul Sabatier, 118 Rte de Narbonne, F-31062 Toulouse Cedex, France.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2020 May 15; Vol. 85 (10), pp. 6509-6518. Date of Electronic Publication: 2020 May 05.
DOI: 10.1021/acs.joc.0c00461
Abstrakt: Hydrophilic host-guest complexes, consisting of water-soluble azobenzene and α-, β-, or γ-cyclodextrins, have been proposed as a model to study supramolecular photoresponsive systems in aqueous environments through a full spectrometric approach combined with a simulation and data fitting methodology. Various essential and complementary spectroscopic techniques have been used: circular dichroism to determine whether the complex is formed or not, NMR for the stoichiometry elucidation, and UV-visible spectrophotometry to obtain the association equilibrium constant of each complex and the quantum yield for each photochemical process. A step-by-step fitting procedure is presented, which enables the determination of all thermodynamic and photokinetic parameters. A sequential methodology is applied to dissipate all uncertainties on the variability of the results and to develop a relevant and reliable protocol applicable to other types of complexes. The proposed procedure has thus been shown to be very robust and largely applicable to other photoresponsive host-guest systems.
Databáze: MEDLINE