Note

Tautomerism and 1H and 13C NMR assignment of methyl derivatives of 9-hydroxyphenalenone

  1. Brian Honeyman1,
  2. Charles Spalding1,
  3. Dell Jensen Jr.1,*,
  4. Robert C. Haddon2

Article first published online: 5 SEP 2005

DOI: 10.1002/mrc.1706

Issue

Magnetic Resonance in Chemistry

Magnetic Resonance in Chemistry

Volume 43, Issue 12, pages 1053–1056, December 2005

Additional Information

How to Cite

Honeyman, B., Spalding, C., Jensen, D. and Haddon, R. C. (2005), Tautomerism and 1H and 13C NMR assignment of methyl derivatives of 9-hydroxyphenalenone. Magn. Reson. Chem., 43: 1053–1056. doi: 10.1002/mrc.1706

Author Information

  1. 1

    Augustana College, Chemistry Department, 639 38th Street, Rock Island, IL 61201, USA

  2. 2

    University of California at Riverside, Departments of Chemistry and Chemical & Environmental Engineering, Pierce Hall Annex 203, Riverside, CA 92521-0403, USA

*Chemistry Department Augustana College, 639 38th Street, Rock Island, IL 61021-2296.

Publication History

  1. Issue published online: 14 NOV 2005
  2. Article first published online: 5 SEP 2005
  3. Manuscript Accepted: 26 JUL 2005
  4. Manuscript Received: 30 JUN 2005

Funded by

  • NSF. Grant Number: CHE-0320267.

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Keywords:

  • NMR;
  • 1H;
  • 13C;
  • chemical shifts;
  • 9-hydroxyphenalenone

Abstract

9-Hydroxyphenalenone is a planar multicyclic β-keto-enol that demonstrates C2V symmetry on the NMR timescale. Off-axis substitution breaks the molecular symmetry and results in tautomers. 1H and 13C NMR assignments were made for 9-hydroxyphenalenone and three methyl derivatives, and the solution-phase tautomers were determined. Copyright © 2005 John Wiley & Sons, Ltd.

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