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Highly Functionalized Brønsted Acidic/Lewis Basic Hybrid Ferrocene Ligands: Synthesis and Coordination Chemistry
Author(s) -
Radal Léa,
Vosáhlo Petr,
Roger Julien,
Cattey Hélène,
Amardeil Régine,
Císařová Ivana,
Štěpnička Petr,
Pirio Nadine,
Hierso JeanCyrille
Publication year - 2019
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201801378
Subject(s) - ferrocene , chemistry , lewis acids and bases , combinatorial chemistry , functional group , acceptor , hydrogen bond , coordination complex , molecule , catalysis , organic chemistry , metal , electrochemistry , electrode , polymer , physics , condensed matter physics
A general challenging issue in the synthesis of hemilabile ferrocene ligands is the access to highly functionalized ferrocene starting materials. These can bear donor/acceptor atoms, additional functional and structuring spectator substituents, but the preparation of such species poses general synthetic difficulties. We report herein alternative synthetic routes to hybrid ferrocene donors such as tert ‐butylated phosphanylcarboxylic acids and their corresponding aldehydes. These hybrid ambiphilic species that combine Brønsted‐acidic and Lewis‐basic functional moieties in their structure were characterized by multinuclear NMR and single‐crystal X‐ray diffraction analysis. In the solid state, the mutual arrangement of functional groups at the ferrocene unit is highly dependent on hydrogen bonding interactions despite the structural hindering effect of the tert ‐butyl groups introduced. The ligands were converted to gold(I) complexes and phosphane selenides to further monitor the properties and mutual influence of the functional groups in the prepared compounds.