Abstract

The title compound, [Fe(C13H11N4)2], was synthesized starting from 1,1'-ferro-cene-di-carb-oxy-lic acid in a three-step reaction sequence. The di-carb-oxy-lic acid was reduced to 1,1'-ferrocenedi-methanol using LiAlH4 and subsequently converted to 1,1'-bis-(azido-meth-yl)ferrocene in the presence of NaN3. The diazide was treated with 2-ethynyl-pyridine under 'click' conditions to give the title compound in 75% yield. The FeII center lies on an inversion center in the crystal. The two pyridyl-triazole wings are oriented in an anti conformation and positioned exo from the FeII center. In the solid state, the mol-ecules inter-act by C-H⋯N, C-H⋯π, and π-π inter-actions. The complexation of the ligand with [Cu(CH3CN)4](PF6) gives a tetra-nuclear dimeric complex.

Highlights

  • The title compound, [Fe(C13H11N4)2], was synthesized starting from 1,10-ferrocenedicarboxylic acid in a three-step reaction sequence

  • The dicarboxylic acid was reduced to 1,10-ferrocenedimethanol using LiAlH4 and subsequently converted to 1,10-bis(azidomethyl)ferrocene in the presence of NaN3

  • 1,10-disubstituted ferrocenes featuring the pyridyl moiety as a donor group have been exploited in metallosupramolecular assemblies (Quinodoz et al, 2004; Buda et al, 1998; Ion et al, 2002; Lindner et al, 2003; Sachsinger & Hall, 1997), the ferrocenebridged bis(pyridyltriazole)-based tetradentate ligands are relatively new in coordination chemistry (Findlay et al, 2018; Manck et al, 2017; Romero et al, 2011)

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Summary

Chemical context

Metal–organic supramolecular chemistry is an emerging area in inorganic chemistry: the structurally challenging functional supramolecules can be constructed from the self-assembly of multidentate organic ligands and transition-metal ions in relatively few synthetic steps (Cook & Stang, 2015). Such supramolecules are designed by careful selection of the conformational flexibility of the linker groups in multidentate ligands, and the coordination preference of transition-metal ions. The diazide was treated with 2-ethynylpyridine under ‘click’ conditions (Pokharel et al, 2013) to give the title compound in 75% yield This new tetradentate ligand based on ferrocene is obtained as an air-stable light-brown crystalline powder

Structural commentary
Supramolecular features
Database survey
Complexation with CuI
Synthesis and crystallization
Refinement
Funding information
Full Text
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