[Pd(N,N-chelate)(olefin)] Complexes Containing Chiral Nitrogen Chelates Based on Carbohydrates – Enantioselectivity of Olefin Coordination

✍ Scribed by Maria L. Ferrara; Federico Giordano; Ida Orabona; Achille Panunzi; Francesco Ruffo

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 294 KB
• Volume: 1999
• Category: Article
• ISSN: 1434-1948
• DOI: 10.1002/(sici)1099-0682(199911)1999:11<1939::aid-ejic1939>3.0.co;2-2

✦ Synopsis

Chiral N,N-chelates of formula 6-Me-pyridine-2-CH=N-R (1) assessed, i.e. dimethylfumarate inserted into the Pd-Me bond formed upon methylation of a type I complex with 50% and R-N=CH-CH=N-R (2) (R = 6-deoxy-α-D-glucoside or 6deoxy-α-D-mannoside residue) and their palladium(0) ee. Finally, a water-soluble Pd 0 complex was also prepared by deprotecting the alcoholic functions on the sugar residue, complexes [Pd(N,N-chelate)(olefin)] (I) were prepared. Symmetrical type 2 ligands induced higher enantioselectivity and its molecular structure determined through X-ray diffractometry. in the coordination of prochiral olefins. The ability of a type 1 chelate to promote a stereoselective process was also paper we describe the synthesis of the ligands, and the prep-