Some pentafluorophenyl derivatives of selenium

Poole, Ronald Thomas (1973) Some pentafluorophenyl derivatives of selenium. Doctoral (PhD) thesis, Memorial University of Newfoundland.

[English] PDF (Migrated (PDF/A Conversion) from original format: (application/pdf)) - Accepted Version Available under License - The author retains copyright ownership and moral rights in this thesis. Neither the thesis nor substantial extracts from it may be printed or otherwise reproduced without the author's permission. Download (17MB) [English] PDF - Accepted Version Available under License - The author retains copyright ownership and moral rights in this thesis. Neither the thesis nor substantial extracts from it may be printed or otherwise reproduced without the author's permission. (Original Version)

Abstract

The preparations of a number of pentafluorophenyl derivatives of selenium are described. Reactions of transition metal ions with excess of the anion C₆F₅Se⁻ in aqueous solution generally give complex ions of the type [M(SeC₆F₅)x]y⁻ but sometimes only simple salts of the type M(SeC₆F₅)₂ are obtained. The electronic spectra of these compounds are discussed. The ligand C₆F₅Se has been incorporated into transition metal organometallic compounds giving the derivatives (π-C₅H₅)Fe(CO)₂SeC₆F₅, {(π-C₅H₅)NiSeC₆F₅}n, (π-C₅H₅)Ni(PPh₃)SeC₆F₅, C₆F₅SeMn(CO)₅ and C₆F₅SeRe(CO)₅. Unsymmetrical selenides, C₆F₅SeR, where the substituents, R, are various alkyl and aryl groups, are prepared by a variety of methods. Preparations of the compounds C₆F₅SeN(CH₃)₂, C₆F₅SeN(C₂H₅)₂, (C₆F₅Se)₂NH and C₆F₅SeOCH₃ are also described. The preparations of various penta-fluorophenyl derivatives of higher valent selenium are attempted resulting in the formation of the compounds C₆F₅SeCl₂CH₃, C₆F₅SeCl₂C₆H₅, C₆F₅Se(O)C₆H₅, (C₆F₅SeO)₂O and C₆F₅Se(O)Cl. No pentafluorophenyl derivatives of six valent selenium are obtained. Vibrational spectra of the compounds prepared are briefly discussed and SeO stretching mode assignments made. ¹⁹F n.m.r. spectra are also discussed. -- The properties of pentafluorophenyl derivatives of selenium are compared with those of organoselenium compounds, particularly perfluoroalkyl derivatives of selenium, and with pentafluorophenyl derivatives of sulphur.

Actions (login required)

View Item