Crystal structure of dichloro((S)-2-(anilinomethyl)-pyrrolidine)- palladium(II), Pd(Cl)2(C11H16N2)

Abstract

C 11H 16Cl 2 N 2 Pd, orthorhombic, P 2 1 2 1 2 1 (no. 19), a =11.246(2) Å, b =12.222(2) Å, c =19.637(4) Å, V =2699.1 Å 3 , Z =8, R gt (F) =0.027, wR ref (F 2 ) =0.060, T =200 K. Source of materialThe title compound was preparedbyreaction of Li 2 PdCl 4 and ( S )-2-(anilinomethyl)-pyrrolidine (molar ratio 1:1) in distilled water at 298 K.The resulting yellow solid, after concentration to dryness, was treated with am ixture of CH 2 Cl 2 /CH 3 OH.After filtration from the resulting solution, crystals of the complex were obtained. Experimental detailsAll non-hydrogen atoms, except the disordered Catoms which were refined only isotropically, were refined anisotropically. The Hatoms bound to Catoms were included at calculated positions and refined by using the riding model. The Hatoms attached to N atoms were found from Fourier difference maps and refined freely. DiscussionChiral chelating bidentate nitrogen ligands have found widespread application in asymmetric homogeneousc atalysis by transition metal complexes [1,2]. Their palladium complexes are used as efficient catalyst in anumber of reactions such as green oxidations of alcohols in an aqueous biphasic system [3] and enantio-selective allylic alkylation [4]. Asp art of our research on transition metal complexes and their application in catalytic valorisation of natural terpenes [5][6][7][8][9], and before employing any catalytic procedures, we try to obtain apalladium complex of dichloro((S )-2-(anilinomethyl)-pyrrolidine. The environment of palladium atom is made up of ( S )-2-(anilinomethyl)-pyrrolidine linked in bidentate manner through it two nitrogen atoms, defining af ive-membered chelate ring and two chlorine atoms. The phenyl ring in one of the both molecules of the asymmetric unit is disordered. The main difference of the two molecules is in the angles between the coordinationplanes (Pd1, Cl1, Cl2, N1, N2and Pd2, Cl3, Cl4, N3, N4, respectively) and the planes defined by the phenyl rings being 73.0(2)°for the first molecule and 82.8(2)°/86.7(2)°for the second, respectively.

[(1R,4S)-(+)-3-Benzoyl-1,7,7-trimethylbicyclo[2.2.1]heptan-2-olato-κ2O2,O3](η4-norbornadiene)rhodium(I)

“…Moreover, some of their transition metal complexes can be used as therapeutic drugs (Guo & Sadler, 1999). As a contribution to our research programs aimed at the preparation of transition metal complexes (Spannenberg et al, 2002;Ait Ali, El Firdoussi et al, 2000;Ait Ali et al, 2001, 2006El Firdoussi et al, 2007) and their application in catalytic asymmetric reactions (Naili et al, 2000;Ait Ali, Allaoud et al, 2000;Fdil et al, 2002), we report here the synthesis and crystal structure of the title compound.…”

“…For the synthesis, structure and applications of transition metal complexes in catalytic asymmetric reactions, see: Naili et al (2000); Ait Ali, Allaoud et al 2000; Fdil et al (2002). For related structures, see: Spannenberg et al (2002); Ait Ali, El Firdoussi et al (2000); Ait Ali et al (2001,2006); El Firdoussi et al (2007). For a description of the Cambridge Structural Database, see: Allen (2002).…”

Friedel-Craft Acylation of ar-Himachalene: Synthesis of Acyl-ar-Himachalene and a New Acyl-Hydroperoxide

“…A new route to high added value compounds from these cheap natural products is therefore a challenge, among which catalytic functionalization is of major interest. In fact, many different methods for functionalization of this essential oil were developed by our group within the framework of preparing new products having olfatory properties [ 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 ].…”