Paper
Interaction of the Bifunctional Lewis Acid 1,2-Bis(chloromercurio)tetrafluorobenzene with Aldehydes, Nitriles, and Epoxides
Published Jun 1, 2001 · J. Beckwith, M. Tschinkl, A. Picot
Organometallics
36
Citations
0
Influential Citations
Abstract
The formation of adducts involving the bidentate Lewis acid 1,2-bis(chloromercurio)tetrafluorobenzene (1) and small electron rich organic molecules has been investigated. Compound 1 does not form stable adducts with aliphatic aldehydes and can be crystallized in base-free form from acetaldehyde. The X-ray crystal structure of 1 reveals the existence of a highly cross-linked supramolecular structure in which the individual molecules are associated by Hg···Cl and Hg···F interactions. By contrast, 1 forms an adduct (2) with benzaldehyde. In this adduct, the benzaldehyde molecule acts as a terminal ligand and coordinates one of the mercury centers through the formation of a long Hg−O bond of 2.68(1) A. The supramolecular structure of 2 is that of a layered compound in which the monomers are held by numerous intermolecular Hg···Cl and Hg···F contacts. Arene−fluoroarene interactions are also present and involve the aromatic ring of benzaldehyde, which stacks with neighboring tetrafluorophenylene units (centroid...
The bifunctional Lewis acid 1,2-bis(chloromercurio)tetrafluorobenzene forms stable adducts with benzaldehyde, forming a layered compound with intermolecular HgCl and HgF interactions.
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