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Stereochemical study of the sterically crowded phenylselanylalkenes by means of 77 Se 1 H spin–spin coupling constants
Author(s) -
Rusakov Yury Yu.,
Krivdin Leonid B.,
Orlov Nikolay V.,
Ananikov Valentine P.
Publication year - 2011
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.2784
Subject(s) - chemistry , steric effects , coupling constant , spin (aerodynamics) , propagator , coupling (piping) , crystallography , computational chemistry , stereochemistry , thermodynamics , physics , quantum mechanics , mechanical engineering , engineering
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. Copyright © 2011 John Wiley & Sons, Ltd.