Abstract
The title complex, [PdCl2(C8H14N2O)2]·2H2O, was obtained by N-O bond cleavage of the oxa-diazo-line rings of the trans-[di-chlorido-bis-(2,5,5-trimethyl-5,6,7,7a-tetra-hydro-pyrrolo-[1,2-b][1,2,4]oxa-diazole-N1)]palladium(II) complex. The palladium(II) atom exhibits an almost square-planar coordination provided by two trans-arranged chloride anions and a nitro-gen atom from each of the two neutral organic ligands. In the crystal, N-H⋯O, O-H⋯O and O-H⋯Cl hydrogen bonds link complex mol-ecules into double layers parallel to the bc plane.
Highlights
The palladium(II) atom exhibits an almost square-planar coordination provided by two trans-arranged chloride anions and a nitrogen atom from each of the two neutral organic ligands
There are some limitations for this method, as only electrophilically activated nitriles react with nitrones under harsh conditions and/or long reaction times (Eberson et al, 1998; Lasri et al, 2008)
The N—O bond cleavage of oxadiazoline rings can be promoted by thermal heating to furnish the derived ketoimine complexes (Lasri et al, 2011)
Summary
The [2 + 3]-cycloaddition of nitrones with nitriles is one of the most important routes for the synthesis of 1,2,4-oxadiazolines (Bokach et al, 2011). The N—O bond cleavage of oxadiazoline rings can be promoted by thermal heating to furnish the derived ketoimine complexes (Lasri et al, 2011). N—O bond cleavage to form pyrrolylbenzamide derivatives in which the N atoms of the pyrrolyl moieties coordinate to the palladium atom in the trans positions (Lasri et al, 2009). We report the synthesis and crystal structure of the title complex trans-[dichlorido-bis(N-(4,5-dihydro-5,5dimethyl-3H-pyrrol-2-yl)acetamide)]palladium(II) dihydrate, The fused bicyclic 1,2,4-oxadiazoline palladium(II) complex trans-[PdCl2{N=C(Me)ONC(H)CH2CH2CMe2}2] (1) was previously synthesized by one of us (Lasri et al, 2009), in good yield (ca 75%), by treatment of trans-[PdCl2(NCMe)2] with pyrroline N-oxide O+N CHCH2CH2CMe2 (Scheme, reaction a). The crystal structures of the 2-ethyl and 2-(4bromophenyl) analogues of the title compounds have been reported elsewhere (Lasri et al, 2009)
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