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The Outcome of the Oxidations of Unusual Enediamide Motifs Is Governed by the Stabilities of the Intermediate Iminium Ions

Overview of attention for article published in PLOS ONE, October 2012
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Title
The Outcome of the Oxidations of Unusual Enediamide Motifs Is Governed by the Stabilities of the Intermediate Iminium Ions
Published in
PLOS ONE, October 2012
DOI 10.1371/journal.pone.0047224
Pubmed ID
Authors

Muneer Ahamed, Bun Chan, Paul Jensen, Matthew H. Todd

Abstract

We compare the results from the oxidation of two unusual "enediamide" motifs (3,4-dihydropyrazin-2(1H)-ones), where a double bond is flanked by two amides. In one case the oxidation led to a ring-opened product arising from the cleavage of the double bond, and in the other a rare cis-dioxygenated compound was obtained. Both products have been characterized by X-ray crystallography. The outcomes of the key reactions are rationalized based on calculated free energies of intermediates.

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Geographical breakdown

Country Count As %
Unknown 8 100%

Demographic breakdown

Readers by professional status Count As %
Student > Ph. D. Student 3 38%
Lecturer 1 13%
Lecturer > Senior Lecturer 1 13%
Student > Bachelor 1 13%
Researcher 1 13%
Other 0 0%
Unknown 1 13%
Readers by discipline Count As %
Chemistry 6 75%
Unknown 2 25%