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Heterogeneous Olefin Hydrogenation Enabled by a Highly-Reduced Nickel(-II) Catalyst Precursor.

ABSTRACT: The hydrogenation of olefins, styrenes, enoates, imines, and sterically hindered tri-substituted olefins was accomplished using the pre-catalyst dilithiumbis(cycloocta-1,5-diene)nickelate(-II) (1). The mild conditions tolerate hydroxyl, halide, ester, and lactone functionalities. Mechanistic studies, including reaction progress analyses, poisoning experiments, and multinuclear NMR monitoring, indicate that a heterotopic (nickel nanoparticle) catalyst is in operation.

SUBMITTER: Maier TM 

PROVIDER: S-EPMC7318650 | biostudies-literature | 2020 May

REPOSITORIES: biostudies-literature

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Heterogeneous Olefin Hydrogenation Enabled by a Highly-Reduced Nickel(-II) Catalyst Precursor.

Maier Thomas M TM   Sandl Sebastian S   Melzl Peter P   Zweck Josef J   Jacobi von Wangelin Axel A   Wolf Robert R  

Chemistry (Weinheim an der Bergstrasse, Germany) 20200424 28

The hydrogenation of olefins, styrenes, enoates, imines, and sterically hindered tri-substituted olefins was accomplished using the pre-catalyst dilithiumbis(cycloocta-1,5-diene)nickelate(-II) (1). The mild conditions tolerate hydroxyl, halide, ester, and lactone functionalities. Mechanistic studies, including reaction progress analyses, poisoning experiments, and multinuclear NMR monitoring, indicate that a heterotopic (nickel nanoparticle) catalyst is in operation. ...[more]

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