Dehydrogenative ester synthesis from enol ethers and water with a ruthenium complex catalyzing two reactions in synergy

Sayan Kar, Jie Luo, Michael Rauch, Yael Diskin-Posner, Yehoshoa Ben-David, David Milstein*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)
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Abstract

We report the dehydrogenative synthesis of esters from enol ethers using water as the formal oxidant, catalyzed by a newly developed ruthenium acridine-based PNP(Ph)-type complex. Mechanistic experiments and density functional theory (DFT) studies suggest that an inner-sphere stepwise coupled reaction pathway is operational instead of a more intuitive outer-sphere tandem hydration–dehydrogenation pathway.
Original languageEnglish
Pages (from-to)1481-1487
Number of pages7
JournalGreen chemistry : an international journal and green chemistry resource : GC
Volume24
Issue number4
Early online date4 Feb 2022
DOIs
Publication statusPublished - 21 Feb 2022

Funding

This research was supported by the European Research Council (ERC AdG 692775). DM holds the Israel Matz Professorial Chair of Organic Chemistry. SK acknowledges the Sustainability and Energy Research Initiative (SAERI) of the Weizmann Institute of Science for a research fellowship. JL is thankful to the Feinberg Graduate School, Weizmann Institute of Science, for a Senior Postdoctoral Fellowship. MR acknowledges the Zuckerman STEM Leadership insights Program for a research fellowship. We thank Dr Michael Montag for carefully proofreading the manuscript and providing important insights.

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