title: Stereochemical study of the sterically crowded phenylselanylalkenes by means of (77)Se-(1)H spin-spin coupling constants.
abstract: Stereochemical study of five sterically crowded phenylselanylalkenes obtained via the hydroselenation of either terminal or internal alkynes with benzeneselenol catalyzed by the nanosized Ni complexes has been carried out based on the experimental HMBC measurements and theoretical second order palarization propagator approach (SOPPA) calculations of their (77)Se-(1)H spin-spin coupling constants across double bond in combination with the energy-based theoretical conformational analysis performed at the MP2/6-311G** level. It has been found that studied phenylselanylalkenes adopt mainly skewed s-cis conformation with the noticeable out-of-plane deviations of the phenylselanyl and phenyl groups.
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: Nikolay V
authors.initials: NV
authors.lastname: Orlov
authors.forename: Valentine P
authors.initials: VP
authors.lastname: Ananikov
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D009532:Nickel / Q000737:chemistry; D016566:Organoselenium Compounds / Q000737:chemistry*; D011789:Quantum Theory; D012015:Reference Standards; D012643:Selenium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D000480:Alkynes; D016566:Organoselenium Compounds; D009532:Nickel; D006859:Hydrogen; D012643:Selenium