New ferrocenyl phenol thiophosphines

Kateryna Bretosh (1, 2) , Sandrine Vincendeau (1) , Lucie Routaboul (1, 2) , Jean-Claude Daran (1) , Zoia Voitenko (3) , Eric Manoury (1)

1 LCC - Laboratoire de chimie de coordination
2 UT3 - Université Toulouse III - Paul Sabatier
3 National Taras Shevchenko University of Kiev

Two new enantiomerically pure ferrocenyl phenol-thiophosphine compounds have been efficiently synthesized by a one pot procedure from enantiomerically pure alcohol (R)-(diphenylthiophosphinoferrocenyl)methanol 1 by a fully regioselective Friedel-Crafts reaction on phenols after strong acid activation. A mechanistic proposal through O-alkylation followed by rearrangement of the formed oxonium is proposed. All compounds have been and fully characterized by NMR(1H, 31P and 13C) and High Resolution Mass Spectroscopy. The molecular structure of one of these ferrocene derivatives have been determined by X ray diffraction analysis on monocrystal.

Mots clés: Ferrocene; Friedel-Crafs reaction; Phosphine; Phenol

Domaines: Chimie de coordination

Kateryna Bretosh, Sandrine Vincendeau, Lucie Routaboul, Jean-Claude Daran, Zoia Voitenko, et al.. New ferrocenyl phenol thiophosphines. French-Ukrainian Journal of Chemistry, 2017, 5 (1), pp.1-7. ⟨10.17721/fujcV5I1P1-7⟩. ⟨hal-02118386⟩