2‐Hydroxyethyl‐Substituted Pd‐PEPPSI Complexes: Synthesis, Characterization and the Catalytic Activity in the Suzuki‐Miyaura Reaction for Aryl Chlorides in Aqueous Media

Abstract

AbstractIn recent years, PEPPSI (Pyridine‐Enhanced Precatalyst Preparation Stabilization and Initiation) complexes have attracted attention in organometallic chemistry. This study contains the synthesis of the 2‐hydroxyethyl‐substituted Pd‐PEPPSI complexes and their catalytic activity in the Suzuki‐Miyaura reaction aryl chlorides in aqueous media. The Pd‐PEPPSI complexes have been prepared from the 2‐ hydroxyethyl‐substituted N‐heterocyclic carbene (NHC) precursors, palladium chloride and 3‐chloropyridine. The Pd‐PEPPSI complexes have been characterized by using 1H NMR, 13C NMR, FTIR spectroscopy and elemental analysis techniques. The Pd‐PEPPSI complexes have been examined as catalysts in the Suzuki‐Miyaura reactions in aqueous media with arylboronic acid derivatives. Also, they have demonstrated excellent activity in these reactions. Molecular and crystal structure of one of the 2‐hydroxyethyl substituted Pd‐PEPPSI complex was determined by single crystal X‐ray diffraction method. X‐ray studies show that the molecular structure adopts a slightly distorted square‐planar geometry with the palladium (II) center.