Hydroxy complexes of palladium(II) and platinum(II) as catalysts for the acetalization of aldehydes and ketones

✍ Scribed by Maurizio Cataldo; Enrico Nieddu; Roberta Gavagnin; Francesco Pinna; Giorgio Strukul

• Book ID: 104424185
• Publisher: Elsevier Science
• Year: 1999
• Tongue: English
• Weight: 198 KB
• Volume: 142
• Category: Article
• ISSN: 1381-1169
• DOI: 10.1016/s1381-1169(98)00299-4

✦ Synopsis

The acetalization of aldehydes or ketones is a reaction of synthetic interest in organic chemistry that is commonly Ž . Ž . catalyzed by Brønsted or Lewis acids. We have found that a class of Pd II and Pt II complexes of the type wŽ . Ž .x 2q Ž . P-P M m-OH P-P s a series of diphosphines; M s Pd, Pt are effective catalysts for the acetalization of a variety of 2 aldehydes and ketones in the presence of alcohols or glycols. The use of epoxides instead of alcohols resulted in lower rates and yields. The rate and yield of the reaction is not affected by the size of the diphosphine in the series dppe, dppp, dppb. Attempts to perform the reaction in a stereoselective fashion showed no difference depending on whether regular achiral catalysts or catalysts modified with chiral diphosphines were used.