Keto-enol tautomerism of β-ketoamides and characterization of a sterically crowded α-amido-β-ketoamide

Kuang-Sen Sung, Ru Rong Wu, Shu Yi Sun

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

An α-amido-β-ketoamide (1) and two α-alkyl-β-ketoamides (2 and 3) were prepared and characterized, and their keto-enol tautomerism was studied by H/13C NMR spectroscopy. Both α-alkyl-β-ketoamides 2 and 3 are in the keto form in CDCl3, and their enol forms cannot be detected by 1H/13C NMR spectroscopy, whereas the α-amido-β-ketoamide 1 shows both keto and enol forms in CDCl3 with an experimental KE of 0,70 at 298 K.

Original languageEnglish
Pages (from-to)775-781
Number of pages7
JournalJournal of Physical Organic Chemistry
Volume15
Issue number11
DOIs
Publication statusPublished - 2002 Nov 1

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Nuclear magnetic resonance spectroscopy
nuclear magnetic resonance
spectroscopy

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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Keto-enol tautomerism of β-ketoamides and characterization of a sterically crowded α-amido-β-ketoamide. / Sung, Kuang-Sen; Wu, Ru Rong; Sun, Shu Yi.

In: Journal of Physical Organic Chemistry, Vol. 15, No. 11, 01.11.2002, p. 775-781.

Research output: Contribution to journalArticle

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