NDLI: Photophysical Properties and Conformational Effects on the Circular Dichroism of an Azobenzene–Cyclodextrin [1]Rotaxane and Its Molecular Components

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Photophysical Properties and Conformational Effects on the Circular Dichroism of an Azobenzene–Cyclodextrin [1]Rotaxane and Its Molecular Components

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Avellini, Tommaso Di Motta, Simone Silvi, Serena Negri, Fabrizia Venturi, Margherita Tian, He Ma, Xiang Credi, Alberto
Description	Author Affiliation: Di Motta S ( Dipartimento di Chimica G. Ciamician, Università di Bologna, Via F. Selmi, 2, 40126 Bologna, Italy.)
Abstract	The photophysical properties of a multicomponent [1]rotaxane bearing a β-cyclodextrin ring covalently connected to an axle comprising an azobenzene photoisomerisable moiety and a naphthalimide-type fluorescent stopper are investigated by a combined experimental and computational study. The absorption and fluorescence spectra, and particularly the induced circular dichroism (ICD) signal, are determined. The latter shows a sign relation that cannot be rationalised in terms of the simple general rules commonly employed to analyse the ICD spectra of achiral guests encircled by chiral hosts. To assist the interpretation of experimental results, DFT and time-dependent (TD) DFT calculations are performed to explore the availability of low-energy conformations and to model their spectroscopic response. Molecular dynamics simulations performed in water show the interconversion of a number of conformers, the contribution of which to the ICD signal is in agreement with the observation.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	9
Volume Number	19
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2013-02-25
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Chemistry
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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