DISEKUNDÄRE PHOSPHINSULFIDE UND -SELENIDE;31P-,13C- UND1H-NMR-UNTERSUCHUNGEN DER DIASTEREOMEREN VON ETHYLEN-BIS(MONO-PHENYLPHOSPHINCHALKOGENIDEN), Ph(H)P(E)CH2CH2(E)P(H)Ph (E = O, S, Se)

Abstract

Abstract Alkylene-bis(monophenylphosphinechalcogenides), Ph(H)P(E)(CH2) n (E)P(H)Ph (E = S, n = 2–4, 6 and E = Se, n = 2), were prepared by treating the appropriate alkylene-bis(monophenylphosphines) with sulfur or selenium, respectively. The diastereomers of the ethylene-bis(monophenylphosphine chalcogenides) (E = O, S, Se) reveal different 31P chemical shifts with increasing differences between those of the meso form and those of the racemic form going from the oxide to the selenide. The 13C NMR spectra of the diastereomeric pairs show only insignificant differences. Analysis of these spectra and of the 13C satellites of 31P spectra allowed us to obtain 3J(P—P) between the chemically equivalent phosphorus atoms. The 1H{31P} spectra of the ethylene protons of the meso form and the racemate are distinctly different. Analysis of these spectra made it possible to assign the diastereomers as well as the chemical shifts of the diastereotopic CH2 protons. The trans conformation of the phosphorus-containing gro...