Peculiarities of styryl dyes of the benzoselenazole series crystal packings and their influence on solid phase [2 + 2] photocycloaddition reaction with single crystal retention.

Autor: Kuz'mina, Lyudmila G., Vedernikov, Artem I., Howard, Judith A. K., Bezzubov, Stanislav I., Alfimov, Michael V., Gromov, Sergey P.
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Zdroj: CrystEngComm; 10/21/2016, Vol. 18 Issue 39, p7506-7515, 10p
Abstrakt: New styryl dyes of the 2-benzoselenazole series which contain iodide, triiodide, and tosylate anions were synthesized. Crystals of these compounds were grown in different crystal forms – solvent free and hydroquinone, benzene or ethyl acetate solvated ones. X-ray structural studies of the crystals shows that those containing tosylate and triiodide anions form the centrosymmetrically related stacking motif, typical for styryl dye cations and favorable for [2 + 2] photocycloaddition (PCA) reactions. This reaction takes place in crystals with tosylate anions as a single crystal-to-single crystal process. On the contrary, in the triiodide dye crystals, the PCA reaction is lacking, probably due to a weak directional interaction of the selenium atoms with the anions. The iodide dye crystals demonstrate non-typical packing for styryl dyes and manifest as a two-dimensional close packing motif of the cations which is unfavorable for cycloaddition. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index