Barrierless tautomerization of Criegee intermediates via acid catalysis
Author:
Affiliation:
1. Department of Chemistry
2. University of Kansas
3. Lawrence 66045, USA
4. Center for Environmentally Beneficial Catalysis
5. 1501 Wakarusa Drive
6. Lawrence, USA
7. Department of Chemical and Petroleum Engineering
Abstract
Electronic structure calculations indicate that the organic acids catalyze the tautomerization of Criegee intermediates via a 1,4 β-hydrogen atom transfer to yield a vinyl hydroperoxide to such an extent that it becomes a barrierless process.
Funder
National Institute of Food and Agriculture
Publisher
Royal Society of Chemistry (RSC)
Subject
Physical and Theoretical Chemistry,General Physics and Astronomy
Link
http://pubs.rsc.org/en/content/articlepdf/2014/CP/C4CP03065F
Reference60 articles.
1. Direct Kinetic Measurements of Criegee Intermediate (CH 2 OO) Formed by Reaction of CH 2 I with O 2
2. Direct Measurements of Conformer-Dependent Reactivity of the Criegee Intermediate CH 3 CHOO
3. Mechanism of Ozonolysis
4. Safe Execution of a Large-Scale Ozonolysis: Preparation of the Bisulfite Adduct of 2-Hydroxyindan-2-carboxaldehyde and Its Utility in a Reductive Amination
5. Ozonolysis of Vinylpyridines
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