Chiroptical Switching in a Bistable Molecular Shuttle

Although various methods for switching the positions of macrocycles in bistable rotaxane-based molecular shuttles have been developed, exploiting such movements to trigger property changes has thus far received little attention. Here we describe one of the first examples of a property change achieve...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2003-11, Vol.125 (44), p.13360-13361
Main Authors: Bottari, Giovanni, Leigh, David A, Pérez, Emilio M
Format: Article
Language:English
Subjects:
Atomic and molecular physics
Exact sciences and technology
Molecular properties and interactions with photons
Optical activity and dichroism
magnetooptical and electrooptical spectra
Optical activity, optical rotation
circular dichroism
Physics
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Summary:Although various methods for switching the positions of macrocycles in bistable rotaxane-based molecular shuttles have been developed, exploiting such movements to trigger property changes has thus far received little attention. Here we describe one of the first examples of a property change achieved through a controlled large-amplitude translational motion in a rotaxane; a novel type of chiroptical switch is described, in which light-induced translation of the macrocycle along the thread of a [2]rotaxane produces a strong induced circular dichroism (ICD) response only when the macrocycle is hydrogen-bonded to a chiral peptide station.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja036665t