Synthesis and studies of new photochromic spiropyrans containing a formylcoumarin fragment

A computer search for new photoactive compounds among indoline spiropyrans of coumarin series was carried out using DFT B3LYP/6-31G(d,p) method. Based on the data obtained, the spiropyrans containing a formylcoumarin fragment annulated to the 2H-pyran ring and possessing photochromic properties were synthesized. The structure and photochromism of these compounds were studied by ¹H NMR, IR, and UV/Vis spectroscopy. The introduction of a formyl group into the coumarin moiety of spiropyrans led to a bathochromic shift of the long wavelength absorption maxima of merocyanine isomers, as well as to a considerable increase in their lifetime.     

Photo- and Ionochromic Spiroindoline-2,2′-pyrano[2,3-<Emphasis Type="Italic">f</Emphasis>]chromenecarbohydrazides—Chemosensors for Lanthanide Cations

Photochromic indoline spiropyrans with carbohydrazide substituents in the pyrano[2,3-f]chromene moiety of the molecule have been synthesized. These compounds exhibit inochromic properties and are chromogenic (“naked-eye”) and fluorogenic chemosensors for lanthanide cations.     

Synthesis and Luminescence and Ionochromic Properties of 9-Hydroxy-1-methyl-3-oxo-3H-benzo[f]chromene8-carbaldehyde Imines and Hydrazones

Russian Journal of General Chemistry - Formylation of 9-hydroxy-1-methyl-3H-benzo[f]chromen-3-one with hexamethylenetetramine in acetic acid afforded...     

Synthesis and structure of indoline spiropyrans based on benzo[f]coumarin

Russian Chemical Bulletin - Indoline spiropyrans containing benzo[f]coumarin moiety annulated to the 2H-pyran cycle were synthesized. The obtained compounds exist in solutions as a tautomeric...     

Photochromic coumarin spiropyranes with switching of optical properties by lanthanide ions

Russian Chemical Bulletin - Coumarin spiropyrans with terminal carbohydrazide substituents were synthesized. UV irradiation of their solutions was found to initiate rearrangement into a deeply...