Title of article :
Crystal structures of (E)-5-(4-methylphenyl)-1-(pyridin-2-yl)pent-2-en-4-yn-1-one and [3,4-bis(phenylethynyl)cyclobutane-1,2-diyl]bis(pyridin-2-ylmethanone)
Author/Authors :
Ushakov, Ivan E. A.N. Nesmeyanov Institute of Organoelement Compounds of RAS, Russian Federation , Odin, Ivan S. Togliatti State University - Russian Federation , Gloukhov, Pavel A. Togliatti State University - Russian Federation , Golovanov, Alexander A. Togliatti State University - Russian Federation , Dorovatovskii, Pavel V. National Research Center 'Kurchatov Institute, Russian Federation , Vologzhanina, Anna V. A.N. Nesmeyanov Institute of Organoelement Compounds of RAS, Russian Federation
Abstract :
Recrystallization of (E)-5-phenyl-1-(pyridin-2-yl)pent-2-en-4-yn-1-one at room temperature from ethylene glycol in daylight afforded [3,4-bis(phenylethynyl)cyclobutane-1,2-diyl)bis(pyridin-2-ylmethanone], C32H22N2O2 (3), while (E)-5-(4-methylphenyl)-1-(pyridin-2-yl)pent-2-en-4-yn-1-one, C17H13NO (2), remained photoinert. This is the first experimental evidence that pentenynones can be photoreactive when fixed in nearly coplanar parallel positions. During the photoreaction, the bond lengths and angles along the pentenyne chain changed significantly, while the disposition of the pyridyl ring towards the keto group was almost unchanged. The cyclobutane ring adopts an rctt conformation.
Keywords :
crystal structure , vinyl ketones with acetylene fragment , cyclobutane derivatives , photoreaction
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
