Pre-organization of diarylideneacetonyl crownophanes in single crystals to photochemical transformations |
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Authors: | I G Ovchinnikova D K Nikulov E V Bartashevich E G Matochkina M I Kodess P A Slepukhin A V Druzhinin O V Fedorova G L Rusinov V N Charushin |
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Institution: | 1.I. Ya. Postovsky Institute of Organic Synthesis,Ural Branch of the Russian Academy of Sciences,Ekaterinburg,Russian Federation;2.Southern-Ural State University,Chelyabinsk,Russian Federation;3.Institute of Metal Physics,Ural Branch of the Russian Academy of Sciences,Ekaterinburg,Russian Federation |
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Abstract: | Specific features of crystal packings and pre-organization of diarylideneacetonyl crownophane molecules to solid-phase photochemical
transformations were studied on the basis of X-ray diffraction data using methods of simulation of molecular crystal packings.
The tendency of the most part of the synthesized macrocyclic E,E-isomers to the formation of homochiral crystals (P212121) was revealed, while (23E,26E)-11,12,14,15-tetrahydro-8H-dinaphtho-2,1-k:1′,2′-r]1,4,7,10]tetraoxacyclononadecine-23,26-dien-25(9H)-one is prone to polymorphism. A phenomenon of solid-phase stereospecific photochemical dimerization of molecules according
to the syn-head-to-tail type without crystal destruction (single crystal—single crystal transformation) was found for one of the modifications
of this crownophane. |
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