On the Acidity and Reactivity of Highly Effective Chiral Brønsted Acid Catalysts: Establishment of an Acidity Scale

Karl Kaupmees, Nikita Tolstoluzhsky, Sadiya Raja, Magnus Rueping, Ivo Leito

Angewandte Chemie International Edition · 2013 · 181 citations · 32 references

Concepts

Abstract

Stronger acid, higher speed: The pKa values of a range of binol-derived Brønsted acids of three different types were measured and found to correlate directly with the catalytic properties of the acids: higher rate constants kI were observed for more acidic Brønsted acid catalysts (see plot; binol=1,1′-bi-2-naphthol). As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

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