title: Divinyl selenide: conformational study and stereochemical behavior of its 77Se-1H spin-spin coupling constants.
abstract: Theoretical energy-based conformational analysis of divinyl selenide performed at the MP2/6-311G** level is substantiated by the second-order polarization propagator approach (SOPPA) calculations and experimental measurements of its (77)Se-(1)H spin-spin coupling constants, demonstrating marked stereochemical behavior in respect of the internal rotation of both vinyl groups around the Se-C bonds. Based on these data, divinyl selenide is shown to exist in an equilibrium mixture of three nonplanar conformers: one the preferred syn-s-cis-s-trans and two minor anti-s-trans-s-trans and syn-s-trans-s-trans forms.
authors.affiliation: A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Favorsky St. 1, 664033 Irkutsk, Russia.
authors.forename: Yury Yu
authors.initials: YY
authors.lastname: Rusakov
authors.forename: Leonid B
authors.initials: LB
authors.lastname: Krivdin
authors.forename: Natalia V
authors.initials: NV
authors.lastname: Istomina
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: Potapov
authors.forename: Svetlana V
authors.initials: SV
authors.lastname: Amosova
mesh_terms: D003198:Computer Simulation; D007554:Isotopes; D009682:Magnetic Resonance Spectroscopy / Q000379:methods* / Q000592:standards*; D008956:Models, Chemical; D008968:Molecular Conformation; D015394:Molecular Structure; D016566:Organoselenium Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D011522:Protons; D012015:Reference Standards; D012643:Selenium / Q000737:chemistry*; D012680:Sensitivity and Specificity; D013237:Stereoisomerism
chemical_list: D007554:Isotopes; D016566:Organoselenium Compounds; D011522:Protons; D012643:Selenium