Trans-Chlorido[6-chloro-4-(4-methoxy-benz-yl)-3-oxo-3,4-dihydro-pyrazin-2- yl]-bis-(triphenyl-phosphine)palladium(II)
(2008) Acta Crystallographica Section E: Structure Reports Online — Vol. 64, n° 1 (2008)
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- Abstract
- The title compound, [Pd(C12H10ClN2O2)Cl(C18H15P)2], is the inter-mediate of the reduction of a 3,5-dichloro-pyrazinone [Loosen, Tutonda, Khorasani, Compernolle & Hoornaert (1991). Tetra-hedron, 47, 9259-9268]. This species is formed by oxidative addition of coordinatively unsaturated Pd0 to the reactive 3-position of the heterocycle. The coordination around the Pd atom is square planar, with two trans PPh3 ligands. π-π inter-actions are observed between the centroid of the pyrazinone ring and planes of two adjacent phenyl rings, one from each PPh3 group (3.25 and 3.078 Å), stabilizing the inter-mediate structure. This could explain the reduced reactivity towards substitution of the Cl atom by the formate anion, resulting in poor yield of the reduced compound. 3-Substituted pyrazinones are important precursors in the synthesis of 5-amino-piperidinone-2-carboxyl-ate (APC) systems. © International Union of Crystallography 2008.
- Affiliations
KU LEUVEN Department of Chemistry
Citations
Robeyns, K., Alen, J., De Borggraeve, W. M., Compernolle, F., & Van Meervelt, L. (2008). Trans-Chlorido[6-chloro-4-(4-methoxy-benz-yl)-3-oxo-3,4-dihydro-pyrazin-2- yl]-bis-(triphenyl-phosphine)palladium(II). Acta Crystallographica Section E: Structure Reports Online, 64(1). https://doi.org/10.1107/S1600536807063441 (Original work published 2008)