Ushakov Ivan E, Odin Ivan S, Gloukhov Pavel A, Golovanov Alexander A, Dorovatovskii Pavel V, Vologzhanina Anna V
A.N. Nesmeyanov Institute of Organoelement Compounds of RAS, 28, Vavilova Str., Moscow, 119991, Russian Federation.
Togliatti State University; 14 Belorusskaya Str., Togliatti, 445667, Russian Federation.
Acta Crystallogr E Crystallogr Commun. 2020 Jan 14;76(Pt 2):192-196. doi: 10.1107/S2056989020000055. eCollection 2020 Feb 1.
Recrystallization of ()-5-phenyl-1-(pyridin-2-yl)pent-2-en-4-yn-1-one at room temperature from ethyl-ene glycol in daylight afforded [3,4-bis-(phenyl-ethyn-yl)cyclo-butane-1,2-di-yl)bis-(pyridin-2-yl-methanone], CHNO (), while ()-5-(4-methyl-phen-yl)-1-(pyridin-2-yl)pent-2-en-4-yn-1-one, CHNO (), 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 cyclo-butane ring adopts an conformation.
在室温下，于日光中在乙二醇中对()-5-苯基-1-(吡啶-2-基)戊-2-烯-4-炔-1-酮进行重结晶，得到[3,4-双-(苯基乙炔基)环丁烷-1,2-二亚基]双-(吡啶-2-基甲酮)，CHNO()，而()-5-(4-甲基苯基)-1-(吡啶-2-基)戊-2-烯-4-炔-1-酮，CHNO()，则保持光惰性。这是戊烯炔酮在以几乎共面平行位置固定时可发生光反应的首个实验证据。在光反应过程中，戊烯炔链上的键长和键角发生了显著变化，而吡啶环相对于酮基的取向几乎未变。环丁烷环采取构象。
