New Stable Neutral Radical with Intramolecular Hydrogen Bonding:  Synthesis and Characterization of 2,5,8-Tri-tert-butyl-7-hydroxy-6-oxophenalenoxyl

Yasushi Morita,*† Suguru Maki,† Kozo Fukui,‡ Tomohiro Ohba,† Junya Kawai,† Kazunobu Sato,‡ Daisuke Shiomi,‡ Takeji Takui,*‡ and Kazuhiro Nakasuji*†
Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan, and Departments of Chemistry and Materials Science, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka 558-8585, Japan
Org. Lett., 2001, 3 (20), pp 3099–3102
DOI: 10.1021/ol010140t
Publication Date (Web): September 11, 2001
Copyright © 2001 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

,
†

 Osaka University.

,
‡

 Osaka City University.

, morita@chem.sci.osaka-u.ac.jp

Abstract

Abstract Image

A new stable neutral radical with intramolecular hydrogen bonding, 2,5,8-tri-tert-butyl-7-hydroxy-6-oxophenalenoxyl, was synthesized from the corresponding dihydroxyphenalenone and isolated as a stable solid under air atmosphere at room temperature. The structure was unequivocally determined by means of IR spectra, ESR/ENDOR techniques, and DFT calculations.

View: Full Text HTML | Hi-Res PDF

Tools

History

  • Published In Issue October 04, 2001
  • Received June 22, 2001

Recommend & Share