Palladium-catalyzed aerobic homocoupling of aliphatic olefins to dienes: evidence for rate-limiting concerted metalation-deprotonation.

ABSTRACT: Palladium(ii)-catalyzed dehydrogenative coupling of aliphatic olefins would enable an efficient route to (conjugated) dienes, but remains scarcely investigated. Here, 2-hydroxypyridine (2-OH-pyridine) was found to be an effective ligand for Pd(ii) in the activation of vinylic C(sp²)-H bonds. While reoxidation of Pd(0) is challenging in many catalytic oxidations, one can avoid in this reaction that the reoxidation becomes rate-limiting, even under ambient O₂ pressure, by working in coordinating solvents. Via kinetic studies the elementary steps governing this reaction were elucidated, resulting in enhanced performance (turnover frequency) of the Pd(ii)/2-OH-pyridine system. The diene product is formed via a consecutive activation of two olefins on the sam

SUBMITTER: Van Minnebruggen S 

PROVIDER: S-EPMC11638970 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature