Photocontrolled Molecular Assembler Based on Cucurbit[8]uril: [2+2]‐Autophotocycloaddition of Styryl Dyes in the Solid State and in Water

作者: Sergey P. Gromov , Artem I. Vedernikov , Lyudmila G. Kuz'mina , Dmitry V. Kondratuk , Sergey K. Sazonov

DOI: 10.1002/EJOC.200901324

关键词: PyridineMoleculeDimerSubstituentCyclophaneMedicinal chemistryCycloadditionChemistryStereochemistryAcetonitrileCyclobutane

摘要: Three styryl dyes of the 4‐pyridine series that form syn‐head‐to‐tail dimeric pairs in polycrystalline films were synthesised. NMR and UV/Vis spectroscopic studies showed that this promotes stereospecific [2+ 2]‐autophotocycloaddition (PCA) in the dimeric pairs to give rctt‐isomers of cyclobutane derivatives. For the dye with an N‐ammoniopropyl substituent, this transformation was accomplished according to the single‐crystal‐to‐single‐crystal pattern. In aqueous solutions, the dyes and cucurbit [n] urils (CB [n], n= 7, 8) form complexes …

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