4.8 Article

On Catalysis by Ionic Liquids

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 20, Pages 6902-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja900076a

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A molecular level mechanism of catalysis by an ionic liquid (IL) is proposed as an electrophile nucleophile dual activation through a relay of cooperative hydrogen bonds and charge-charge interactions. Spectroscopic (H-1 NMR and IR) studies were used to probe the involvement of the C-2 hydrogen and the AcO- anion of [bmim][OAc] in the catalysis for O-t-Boc formation. Ion fishing by MALDI-TOF-TOF MS and MS-MS established the hydrogen bonded clusters

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