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J Org Chem ; 74(13): 4666-74, 2009 Jul 03.
Article in English | MEDLINE | ID: mdl-19485347

ABSTRACT

A new family of biomimetic photoactivated molecular switches based in the retinal chromophore is described. Expedient synthesis allows a library of compounds with a different substitution pattern, including chiral substituents, to be obtained. The effect of substitution, solvent, and light source on the photoisomerization step has been assessed. The absorption maximum has been red-shifted ca. 50 nm with respect to related systems and rotation is now easily achieved by using visible light.


Subject(s)
Biomimetic Materials/chemistry , Fluorenes/chemistry , Pyrroles/chemistry , Alkylation , Crystallography, X-Ray , Light , Magnetic Resonance Spectroscopy , Photochemistry , Stereoisomerism
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