227471-76-3Relevant academic research and scientific papers
Photochromic spin traps. Part IV. ? 3,3-Diphenyl-5-[2-(N-tert-butylethanalnitrone)]-[3H]-naphtho[2,1-b]pyran
Alberti, Angelo,Campredon, Mylene,Giusti, Gerard,Luccioni-Houze, Barbara,Macciantelli, Dante
, p. 775 - 781 (2007/10/03)
The title compound, a nitrone of the chromene series exhibiting photochromic properties, was synthesized and ESR studies proved its ability to act as a spin trapping agent. Although in general the aminoxyls formed in the trapping process did not exhibit any evidence of opening of the heterocyclic ring, both the closed and open forms have been observed for the spin adduct of the methyl radical. The rate constant for ring closure, i.e. the conversion of the latter isomer into the former upon ceasing optical excitation, was measured as 7 × 10-3-1 s at 20°C. The new photochromic nitrone did not exhibit a significant stabilizing effect towards Corn Yellow, a typical photochromic compound, but its action was synergistic to that of popular commercial additives. Copyright
Synthesis and reactivity of formyl-substituted photochromic 3,3- diphenyl-[3H]-naphtho[2,1-b]pyrans
Chamontin, Karine,Lokshin, Vladimir,Rossollin, Valerie,Samat, Andre,Guglielmetti, Robert
, p. 5821 - 5830 (2007/10/03)
Synthetic accesses to formylated photochromic 3,3-diphenyl-[3H]- naphthopyrans (or 2H-benzochromenes) are developed through classical cyclization between appropriate hydroxynaphthaldehydes and 1,1- diphenylpropyne-1-ol and also via substituent transformations on the naphthopyran skeleton including bromine/lithium exchange and the oxidation of an hydroxymethyl group. Examples of formyl group reactivity (Wittig and Knoevenagel reactions, imine formation) from these compounds are given, showing their interest in the subsequent preparation of supramolecular systems involving a photoreactive entity.
