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(3-acetylpyridine-kappa N)chlorobis(triphenylphosphine-kappa P) copper(I): a suitable candidate for absolute asymmetric synthesis?

Journal article
Authors Anders Lennartson
Kent Salo
Mikael Håkansson
Published in Acta Crystallographica Section E-Structure Reports Online
Volume 62
Pages M1569-M1571
Publication year 2006
Published at Department of Chemistry
Pages M1569-M1571
Language en
Links <Go to ISI>://000238731900056
Keywords CRYSTAL-STRUCTURES, HYDROGEN-BONDS
Subject categories Chemical Sciences

Abstract

It was found that 3-acetylpyridine is capable of displacing triphenylphosphine from [CuCl(PPh3)(3)], forming the title compound, [CuCl(C7H7NO)(C18H15P)(2)]. The two triphenylphosphine ligands possess the same sense of chirality, and the molecules are therefore conformationally chiral. The compound was found to crystallize as a racemate (centrosymmetric space group) under the crystallization conditions employed. The molecular structure shows that the carbonyl C atom is blocked at one side by a triphenylphosphine ligand, while the other face is open for nucleophilic attack. Obtaining chiral crystals of the title compound is thus a future objective. In the crystal structure, C-(HO)-O-...(=C)-bonded dimers are formed, which are further stabilized by pi-pi interactions. The dimers form infinite chains through weak C-H-...pi interactions.

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