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Protonated N,N -Dioxide-4,4 -bipyridine, an Interesting Synthon for the Building of Polar H-Bonded Networks?

Abstract :

A slow liquid-gas diffusion method in strong acid conditions has allowed stabilizing for the first time in the solid state the diprotonated form of the 4,4-bipyridine-N,N-dioxide (bp4do), H(2)bp4do(2+) as two polymophs of the chloride salt (H(2)bp4do)Cl-2, while in the presence of a metallic salt M((III))Br-3 (M = Bi, Sb), the monoprotonated form Hbp4do(+) is mainly stabilized as (Hbp4do)(2)[Sb2Br8] and (H(2)bp4do)(Hbp4do)(4-)[Bi4Br18]center dot 2H(2)O. The dehydration of this last phase leads to (H(2)bp4do)(Hbp4do)(4)[Bi4Br18]. In the structures of (H(2)bp4do)Cl-2 salts, the hydroxyl H atoms point toward the chloride anions leading to close (O)H center dot center dot center dot Cl contacts in the range 1.831-1.839 angstrom. A one-dimensional network of H-bonded Hbp4do(+) cations is found in the structure of (Hbp4do)(2)[Sb2Br8], whereas H-bonded supramolecular cations of five entities are found in the structures of bromobismuthate salts. In all the halometallate structures, X-ray analyses (293 K and 120 K data) did not allow us to locate the acid H atoms of protonated bp4do molecules certainly due to a disorder phenomenon but also revealing an asymmetrical H-bonding situation. The bromobismuthate hybrids are nonlinear optical active with a powder second harmonic generation efficiency being half that of urea.

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https://hal.univ-angers.fr/hal-03344525
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Soumis le : mercredi 15 septembre 2021 - 10:07:58
Dernière modification le : jeudi 9 décembre 2021 - 15:46:06

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Nicolas Leblanc, Magali Allain, Nicolas Mercier, Elena Cariati. Protonated N,N -Dioxide-4,4 -bipyridine, an Interesting Synthon for the Building of Polar H-Bonded Networks?. Crystal Growth & Design, American Chemical Society, 2011, 11 (12), pp.5200-5205. ⟨10.1021/cg201299n⟩. ⟨hal-03344525⟩

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