Structure and Properties of 1,3,3-Trimethyl-6′-chlorospiro[indoline-2,2′-2H-chromene]

Indoline spiropyran containing an σ-acceptor chlorine atom in 6′ position of the 2H-chromene part of the molecule was synthesized and studied. The use of 1,2,3,3-tetramethyl-3H-indolium perchlorate as a starting compound made it possible to achieve higher product yields as compared to previous studies. The molecular structure of the compound was established by single crystal X-ray diffraction analysis. The features of the crystal structure and intermolecular interactions were investigated using CrystalExplorer17 software package. The photochromic behavior in acetonitrile solution was studied for the first time. It was found that the merocyanine form of spiropyran is characterized by an absorption maximum at 592 nm, which is 37 nm closer to the range of the “biological window” in comparison with the nitro-substituted analog.

Tracking the light-induced isomerization processes and the photostability of spiropyrans embedded in the pores of crystalline nanoporous MOFs via IR spectroscopy

Difference IR spectroscopy of spiropyran@MOF systems to obtain the characteristic signatures of the spiropyran and merocyanine form at ambient conditions.

Acidochromic spiropyran–merocyanine stabilisation in the solid state

Stabilizing the open-ring merocyanine form of a spiropyran compound based on co-crystallisation with inorganic acids.

Enhanced bi-stability in a ruthenium alkynyl spiropyran complex

Attachment of a ruthenium alkynyl unit to a spiropyran ligand extends the lifetime of the merocyanine form of the complex more than twenty-fold.

Spiropyran as a reusable chemosensor for selective colorimetric detection of aromatic thiols

A colorless spiropyran dye (1) dissolved in aqueous media containing aromatic thiols is selectively isomerized to the colored merocyanine form, behaving as a colorimetric chemosensor for selective detection of aromatic thiols.

Synthesis of Novel Iono- and Photochromic Spiropyrans Derived from 6,7-Dihydroxy-8-Formyl-4-Methyl-2H-Chromene-2-One

Novel photochromic spiropyrans (SPPs) containing6′-hydroxy group were synthesized and their spectral properties as well as abilities for complexation with metal ions studied. In solutions they exist as equilibrium mixture of spirocyclic (A) and merocyanine (B) isomers. The largest content of merocyanine form was found for the derivative with an electron-donating methyl group in position 5 of hetaryl fragment. The irradiation of SPPs in acetonitrile shifts the equilibrium to the B form. Similar effect causes the addition of metal cations due to formation of colored complexes with merocyanine isomers.