Polyfluoroalkylated tripyrazolylmethane ligands: Synthesis and complexes

0369772 - ÚACH 2012 RIV CH eng J - Journal Article
Skalická, V. - Rybáčková, M. - Skalický, M. - Kvíčalová, Magdalena - Cvačka, Josef - Březinová, Anna - Čejka, J. - Kvíčala, J.
Polyfluoroalkylated tripyrazolylmethane ligands: Synthesis and complexes.
Journal of Fluorine Chemistry. Roč. 132, č. 7 (2011), s. 434-440. ISSN 0022-1139. E-ISSN 1873-3328
R&D Projects: GA MŠMT ME 857; GA MŠMT ME09114
Institutional research plan: CEZ:AV0Z40320502; CEZ:AV0Z40550506
Keywords : tripyrazolylmethane * Tpm * tripyrazolylethanol * fluorinated * perfluoroalkylation * ligand
Subject RIV: CC - Organic Chemistry
Impact factor: 2.033, year: 2011

Tripyrazolylmethanes represent a novel class of uncharged ligands analogous to charged tripyrazolylborates (scorpionates), which are isoelectronic and isolobal with cyclopentadienides. We report here a straightforward synthesis of the first polyfluoroalkylated tripyrazolylmethane ligands bearing C(4)F(9)-C(12)F(25) ponytails, based on allylation/perfluoroalkylation/reduction sequence of transformations of 2,2,2-tripyrazol-1-ylethanol. Model complexation reactions of these ligands gave sandwich complexes of copper(II), nickel(II), cobalt(II) and iron(II), the structure of which was confirmed by detailed MS analysis, as well as by NMR spectroscopy for the fourth diamagnetic complex. Fluorophilicity of the ligands and their complexes peaks for C(10)F(21) ponytail but lies below zero.
Permanent Link: http://hdl.handle.net/11104/0203763