Advanced Synthesis and Catalysis 2018-04-19

An Industrial Perspective on Counter Anions in Gold Catalysis: Underestimated with Respect to “Ligand Effects”

Jasmin Schießl; Jürgen Schulmeister; Angelino Doppiu; Eileen Wörner; Matthias Rudolph; Ralf Karch; A. Stephen K. Hashmi

Index: 10.1002/adsc.201800233

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Abstract

The conversion of a variety of well‐known test reactions, representing the key reactivity patterns of gold catalysis, were analyzed by GC and 1H NMR. The study is focused on establishing of a strategical approach for the consideration of ligand influence and counter anion influence during the catalyst optimization including an industrial perspective. The study shows a dominance of the counter anion, a dominance which up to now has been neglected in most of the routine screenings. In addition, a drastic substrate‐dependency became obvious, even a marginal variation of the substrate already could strongly effect the catalytic activity and change the optimal counter anion or ligand. Based on the collected data a strategic concept for an efficient screening for a specific substrate is introduced, this concept can serve as an important guideline for catalyst optimization in homogeneous gold catalysis.

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