Electrostatically enhanced phosphoric acids: A tool in Brønsted acid catalysis

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Abstract

A novel type of phosphoric acid catalyst with enhanced reactivity is reported. These compounds possess one or two positively charged centers which electrostatically activate them. This is illustrated in several bond-forming transformations including Friedel-Crafts and Diels-Alder reactions as well as a ring-opening polymerization. Rate accelerations corresponding to orders of magnitude are observed.

Original languageEnglish (US)
Pages (from-to)5812-5815
Number of pages4
JournalOrganic Letters
Volume18
Issue number22
DOIs
StatePublished - Nov 18 2016

Bibliographical note

Funding Information:
We thank Ms. Deborah K. Schneiderman (University of Minnesota) for helpful discussions. Generous support from the National Science Foundation (CHE-1361766) and the Petroleum Research Fund (556313-ND4) as administered by the American Chemical Society is also gratefully acknowledged.

Publisher Copyright:
© 2016 American Chemical Society.

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