Abstract

A series of sulfonyl-containing spiropyrans exhibiting negative photochromism were designed and synthesized. The prepared compounds show more stability for the brightly colored state in the dark-adapted than the colorless state under visible irradiation. Negative photochromic properties and fatigue resistance of these compounds in solution were confirmed by UV spectroscopy with time variation. Single-crystal X-ray diffraction analysis, NMR and variable-time absorption spectra studies suggest that the negative photochromism of the compounds involved a ring-opening spiro CO bond cleavage of the spiropyran followed by an intramolecular proton transfer.

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