Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4]

Abstract

The reaction of K-2[PdCl4] with (S,S)-(i-Pr)(2)eddip diester (diisopropyl (S,S)-2,2'-(1,2-ethanediyldiimino)dipropanoate) resulted in {PdCl2[(S,S)-(i-Pr)-Pr)(2)eddip-kappa N-2,N']} (1) and {PdCl[(S,S)-(i-Pr)eddip-kappa N-2,N',kappa O]} (2) with one hydrolyzed ester group. The compounds were characterized by spectroscopic methods and it was proved that the reaction is diastereoselective (H-1- and C-13-NMR) in the case of 2 (one diastereoisomer of four possible). The structure of 2 was determined by X-ray diffraction analysis, indicating that the product is the (R,R)-N,N' configured isomer. In contrast, the reaction yielding 1 produced two of three possible diastereoisomers. DFT calculations support the formation of two diastereoisomers of I and of one diastereoisomer of 2.

U reakciji K2[PdCl4] sa (S,S)-(i-Pr)2eddip diestrom [diizopropil-(S,S)-2,2'-(1,2-etandi-ildiimino)dipropanoat] dobijaju se {PdCl2[(S,S)-(i-Pr)2eddip-κ2N,N']} (1) i {PdCl[(S,S)-(i-Pr)eddip-κ2N,N',κO]} (2) sa jednom hidrolizovanom estarskom grupom. Jedinjenja su okarakterisana spektroskopskim metodama i dokazano je da je ova reakcija dijastereoselektivna (1H- i 13C-NMR) u slučaju 2 (jedan dijastereoizomer od moguća četiri). Struktura jedinjenja 2 je određena rendgenskom strukturnom analizom i nađeno je da je dobijeni proizvod (R,R)-N,N' izomer. Suprotno tome, u slučaju jedinjenja 1 dobijeni proizvod je smeša dva od tri moguća dijastereoizomera. DFT proračuni potvrđuju formiranje dva dijastereoizomera jedinjenja 1 i jednog dijastereoizomera jedinjenja 2.