Crystal structure of (acetylferrocene oxime-κ2C9,N)chloro- (tricyclohexylphosphine-κP)palladium(II), PdCl[(C7H7NO)Fe(C5H5)][P(C6H11)3]

Abstract

Source of materialThe title compound was prepared as described in literature [1], using tricyclohexylphosphine instead of triphenylphosphine and recrystallized from dichloromethane/petroleum ether solution at room temperature to give the desired crystals suitable for singlecrystal X-ray diffraction investigation. Experimental detailsH1A bound to oxygen atom was found in difference Fourier map and refined freely. The other hydrogen atoms bound to carbon atoms were placed in geometrically idealized positions and treated as riding with d(C-H) =0.93 -0.96 Å,and with U iso(H) = 1.2 U eq (C) or 1.5 U eq (C methyl ). DiscussionIn the palladium-catalyzed coupling reactions, palladacycles have shown enormous superiority in many respects due to their ready preparation, facile modification, high activity and comparative stability [2,3]. Among them, cyclopalladated complexes containing N-donor ferrocenyl ligand have been studied extensively in the past two decades [4][5][6]. In addition, the oxime-based palladacycles are air and water stable effective pre-catalysts for a wide range of coupling processes such as Heck and Hiyama reactions in aqueous solution [7,8].The Pd atom in the title complex is in aslightly distorted squareplanar environment bonded to the phosphorus, the nitrogen, the carbon atom of the ferrocenyl moiety and the chloride anion. The ferrocenyl fragment and the -OH group are in a trans arrangement [torsion angle C10-C10-N1-O1 =178.9 (4) . In the crystal structure there exist C-H···Cl (2.903 Å)and C-H···O(2.611 Å)hydrogen bonds between the chloride (oxygen) atom and the adjacent C-H group of the cyclohexane ring [9], which are realized the chain structure of the title compound.

Crystal structure of (acetylferrocene oxime-κ2C6,N)chloro- (2-dicyclohexylphosphanyl-2′-(N,N-dimethylamino)biphenyl-κP)- palladium(II), PdCl[(C7H7NO)Fe(C5H5)][P(C6H11)2(C14H14N)]

“…In the crystal there are two types of intermolecular hydrogen bonds. One hydrogen bond (C-H···O=2.611 Å)isbetween the oxygen atom and the adjacent C-Hgroup of the benzene ring like in the related P(cyclohexyl) 3 adducts [9]. However, the chlorine atom does not participate in hydrogen bonding.…”