Photo- and acid induced multicolor switches based on pyridine-containing perfluorodiarylethene derivatives

Two novel perfluorodiarylethenes which contains a 2-methylbenzo[b]furane and a modified pyridine moiety were synthesized. Such structure may induce F⋯N or S⋯N heteroatom contact which was newly observed. Experiments results showed that the photocyclization quantum yield exhibited a strong correlatio...

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Bibliographic Details
Published in:Tetrahedron 2016-04, Vol.72 (15), p.1868-1872
Main Authors: Zheng, Chunhong, Liu, Hongliang, Fan, Congbin, Pu, Shouzhi
Format: Article
Language:English
Subjects:
Absorption
Acidichromism
Contact
Derivatives
Heteroatom contact
Isomers
Near infrared radiation
Perfluorodiarylethene
Photochromism
Quantum yield
Solvents
Switches
Tetrahedrons
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Summary:Two novel perfluorodiarylethenes which contains a 2-methylbenzo[b]furane and a modified pyridine moiety were synthesized. Such structure may induce F⋯N or S⋯N heteroatom contact which was newly observed. Experiments results showed that the photocyclization quantum yield exhibited a strong correlation with the two weak intramolecular interactions, which behaved solvent independency. Moreover, both novel pyridine-perfluorodiarylethenes exhibited an obvious acidichromism, and the absorption maxima of their closed-ring isomers showed a prominent bathochromic shift to the near-infrared region. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2016.02.046