Title: trans-Chlorido[6-chloro-4-(4-methoxybenzyl)-3-oxo-3,4-dihydropyrazin-2-yl]-bis( triphenylphosphine) palladium(II)
Authors: Robeyns, Koen
Alen, Jo
De Borggraeve, Wim
Compernolle, Frans
Van Meervelt, Luc # ×
Issue Date: Jan-2008
Publisher: International Union of Crystallography
Series Title: Acta Crystallographica E, Structure Reports Online vol:E64 pages:M93
Abstract: The title compound, [Pd(C12H10ClN2O2)Cl(C18H15P)(2)], is the intermediate of the reduction of a 3,5-dichloropyrazinone [Loosen, Tutonda, Khorasani, Compernolle & Hoornaert (1991). Tetrahedron, 47, 9259-9268]. This species is formed by oxidative addition of coordinatively unsaturated Pd-0 to the reactive 3-position of the heterocycle. The coordination around the Pd atom is square planar, with two trans PPh3 ligands. pi-pi interactions 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 angstrom), stabilizing the intermediate 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-aminopiperidinone-2-carboxylate (APC) systems.
ISSN: 1600-5368
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Molecular Design and Synthesis
Biochemistry, Molecular and Structural Biology Section
Chemistry - miscellaneous
× corresponding author
# (joint) last author

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