Issue 21, 2000
From the journal:

Chemical Communications

Calculated amide/enol of amide energy differences for several interesting amide systemsElectronic supplementary information (ESI) available: optimised structures of various conformers. See http://www.rsc.org/suppdata/cc/b0/b006216m/

Zvi Rappoport*a  and  Hiroshi Yamataka*b  

* Corresponding authors

a Department of Organic Chemistry and the Minerva Center for Computational Quantum Chemistry, The Hebrew University, Jerusalem 91904, Israel.
E-mail: zr@vms.huji.ac.il

b Institute of Scientific and Industrial Research, Osaka University, Ibaraki, Osaka 567-0047, Japan.
E-mail: yamataka@sanken.osaka-u.ac.jp

Abstract

The calculated pKEnol values for the enols of amides Me2CHCON(Me)Ph and XCH2CH(NH2)CONHMe (X = H,OH) are lower by only 1.1–2.7 units than that of acetamide, and therefore these enols should not display unusual stability.

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Supplementary files

Article information

DOI
https://doi.org/10.1039/B006216M
Article type
Communication
Submitted
01 Aug 2000
Accepted
21 Sep 2000
First published
09 Oct 2000

Chem. Commun., 2000, 2101-2102

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Calculated amide/enol of amide energy differences for several interesting amide systems

Z. Rappoport and H. Yamataka, Chem. Commun., 2000, 2101 DOI: 10.1039/B006216M

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