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Université de Fribourg

4-Hydroxy-1-naphthaldehydes: proton transfer or deprotonation

Manolova, Y. ; Kurteva, Vanya B. ; Antonov, Liudmil M. ; Marciniak, H. ; Lochbrunner, S. ; Crochet, Aurélien ; Fromm, Katharina M. ; Kamounah, Fadhil S. ; Hansen, P. E.

In: Physical Chemistry Chemical Physics, 2015, vol. 17, no. 15, p. 10238–10249

A series of naphthaldehydes, including a Mannich base, have been investigated by UV-Vis spectroscopy, NMR and theoretical methods to explore their potential tautomerism. In the case of 4-hydroxy-1-naphthaldehyde concentration dependent deprotonation has been detected in methanol and acetonitrile. For 4-hydroxy-3-(piperidin-1-ylmethyl)-1-naphthaldehyde (a Mannich base) an intramolecular proton...

Université de Fribourg

Do perfluoroarenearene and C–HF interactions make a difference to the structures of 4,2′:6′,4′′-terpyridine-based coordination polymers?

Constable, Edwin C. ; Housecroft, Catherine E. ; Vujovic, Srboljub ; Zampese, Jennifer A. ; Crochet, Aurélien ; Batten, Stuart R.

In: CrystEngComm, 2013, vol. 15, no. 46, p. 10068–10078

The consequences for the structures of coordination polymers of introducing fluoro substituents into the terminal phenyl domain of 4′-(biphenyl-4-yl)-4,2′:6′,4′′-terpyridine (1) have been investigated. Reaction between Cu(OAc)₂·H₂O and 4′-(2′,3′,4′,5′,6′-pentafluorobiphenyl-4-yl)-4,2′:6′,4′′-terpyridine (2) yields the...

Université de Fribourg

Kinetics of ion transport through supramolecular channels in single crystals

Assouma, Cyrille D. ; Crochet, Aurélien ; Chérémond, Yvens ; Giese, Bernd ; Fromm, Katharina M.

In: Angewandte Chemie International Edition, 2013, vol. 52, no. 17, p. 4682–4685

Single-crystal to single-crystal transformations are possible by ion-exchange and transport reactions through supramolecular channels that are composed of crown ether molecules and use trihalide ions as scaffolds. Kinetic measurements of ion transport at different temperatures provide activation energy data and show that a very fast.

Université de Fribourg

Preparation of imidazolidin-4-ones and their evaluation as hydrolytically cleavable precursors for the slow release of bioactive volatile carbonyl derivatives

Trachsel, Alain ; Buchs, Barbara ; Godin, Guillaume ; Crochet, Aurélien ; Fromm, Katharina M. ; Herrmann, Andreas

In: European Journal of Organic Chemistry, 2012, no. 14, p. 2837–2854

Imidazolidin-4-ones are suitable in practical applications as hydrolytically cleavable precursors for the controlled release of fragrant aldehydes and ketones. The corresponding profragrances were prepared by treating aliphatic carbonyl compounds with commercially available amino acid amines in the presence of a base to yield mixtures of diastereomers. The two diastereomers isolated from the...

Université de Fribourg

Synthesis and characterization of new pentacoordinate iron-based aryloxide complexes

Chérémond, Yvens ; Crochet, Aurélien ; Fromm, Katharina M.

In: European Journal of Inorganic Chemistry, 2012, p. -

Heterobimetallic lithium–iron coordination compounds are interesting targets for several reasons: they can be used as precursors for mixed metal oxides, as catalysts, for example, for ring-opening polymerization reactions or to study oxidation/reduction processes. Finally their magnetic properties are also of interest. New heterobimetallic aryloxide complexes, namely...

Université de Fribourg

Switching azonaphthols containing a side chain with limited flexibility. Part 1. Synthesis and tautomeric properties

Kurteva, Vanya B. ; Antonov, Liudmil M. ; Nedeltcheva, Daniela V. ; Crochet, Aurélien ; Fromm, Katharina M. ; Nikolova, Rositsa P. ; Shivachev, Boris L. ; Nikiforova, Maya S.

In: Dyes and Pigments, 2012, vol. 92, no. 3, p. 1266–1277

A series of azo dyes, possessing amide fragments with restricted flexibility tethered to 4-(phenyldiazenyl)naphthalen-1-ol, was obtained from 1-hydroxy-2-naphthoic acid by subsequent conversion to amides and diazo coupling. It was shown that the position of the tautomeric equilibrium in solution strongly depends on the solvent in both UV and NMR concentration scale. The compounds exist as pure...

Université de Fribourg

Coordination Networks of Mercury(II) Halides and Polyether Ligand

Crochet, Aurélien ; Fromm, Katharina M.

In: Zeitschrift für anorganische und allgemeine Chemie, 2011, vol. 637, no. 14-15, p. 2089–2092

New crystalline mercury halide adducts with polyetheras ligands were isolated, characterized, and identified as trans-[HgIICl₂(diox)₂]n (1) and trans-[HgIII₂(diox)]n (2). The compounds were obtained from the metal halide salts in solution of 1,4-dioxane and can be considered as “cutting-out”...

Université de Fribourg

(E)-1-(4-Methoxyanthracen-1-yl)-2-phenyldiazene

Crochet, Aurélien ; Fromm, Katharina M. ; Kurteva, Vanya B. ; Antonov, Liudmil M.

In: Acta Crystallographica Section E, 2011, vol. 67, no. 4, p. o993

The title compound, C₂₁H₁₆N₂O, has an E-conformation about the diazene N=N bond. It is reasonably planar with the phenyl ring being inclined to the mean plane of the anthracene moiety [planar to within 0.077 (3) Å] by 6.43 (10)°. The crystal structure is stabilized by C-H..π and weak π-π interactions [centroid-centroid distances of 3.7192 (16) and 3.8382 (15) Å],...

Université de Fribourg

Polyether adducts of d-block metal compounds as starting materials for new cluster compounds

Crochet, Aurélien ; Fromm, Katharina M.

In: Zeitschrift für anorganische und allgemeine Chemie, 2010, vol. 636, no. 8, p. 1484–1496

New crystalline cobalt, nickel, zinc, and mercury halide adducts with polyethers as ligands have been isolated, characterized, and identified as [Co(μ-Cl)₂CoCl₂(glyme)₂] (glyme = 1,2-dimethoxyethane), cis-[CoI₂(H₂O)₂(glyme)₂]²⁺[CoI₄]²⁻, [NiI₂(glyme)₂], [ZnI₂(glyme)], [HgCl₂(glyme)], [CoI₂(diglyme)] (diglyme = bis(2-methoxyethyl)ether), [ZnI₂(diglyme)],...

Université de Fribourg

From alkaline earth ion aggregates via transition metal coordination polymer networks towards heterometallic single source precursors for oxidic materials

Gschwind, Fabienne ; Crochet, Aurélien ; Maudez, William ; Fromm, Katharina M.

In: CHIMIA International Journal for Chemistry, 2010, vol. 64, no. 5, p. 299-320

Heterometallic oxides are used as materials in many applications, e.g. from ferroelectrics to superconductors. Making these compounds usually requires high temperatures and long reaction times. Molecular precursors may contribute to render their processing shorter and accessible at lower temperatures, thus cheaper in energy and time. In this review article, different approaches toward oxide...