Uncatalyzed, Regioselective Oxidation of Saturated Hydrocarbons in an Ambient Corona Discharge

Ayrton, Stephen T.; Jones, Rhys; Douce, David S.; Morris, Mike R.; Cooks, R. Graham

doi:10.1002/anie.201711190

Title: Uncatalyzed, Regioselective Oxidation of Saturated Hydrocarbons in an Ambient Corona Discharge

Journal Article · Thu Dec 14 00:00:00 EST 2017 · Angewandte Chemie (International Edition)

DOI:https://doi.org/10.1002/anie.201711190· OSTI ID:1413781

Ayrton, Stephen T. ^[1]; Jones, Rhys ^[2]; Douce, David S. ^[2]; Morris, Mike R. ^[2];

^[1]

Department of Chemistry Purdue University 560 Oval Drive West Lafayette IN 47907 USA
MS Research Waters Corporation Wilmslow UK

Abstract Atmospheric pressure chemical ionization (APCI) in air or in nitrogen with just traces of oxygen is shown to yield regioselective oxidation, dehydrogenation, and fragmentation of alkanes. Ozone is produced from ambient oxygen in situ and is responsible for the observed ion chemistry, which includes partial oxidation to ketones and C−C cleavage to give aldehydes. The mechanism of oxidation is explored and relationships between ionic species produced from individual alkanes are established. Unusually, dehydrogenation occurs by water loss. Competitive incorporation into the hydrocarbon chain of nitrogen versus oxygen as a mode of ionization is also demonstrated.

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Sponsoring Organization:: USDOE

Grant/Contract Number:: FG02-06ER15807

OSTI ID:: 1413781

Journal Information:: Angewandte Chemie (International Edition), Journal Name: Angewandte Chemie (International Edition) Vol. 57 Journal Issue: 3; ISSN 1433-7851

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: Germany

Language:: English

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Cited by: 17 works

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References (25)

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