New stable neutral radical with intramolecular hydrogen bonding: synthesis and characterization of 2,5,8-tri-tert-butyl-7-hydroxy-6-oxophenalenoxyl

Y Morita; S Maki; K Fukui; T Ohba; J Kawai; K Sato; D Shiomi; T Takui; K Nakasuji

doi:10.1021/ol010140t

New stable neutral radical with intramolecular hydrogen bonding: synthesis and characterization of 2,5,8-tri-tert-butyl-7-hydroxy-6-oxophenalenoxyl

Org Lett. 2001 Oct 4;3(20):3099-102. doi: 10.1021/ol010140t.

Authors

Y Morita¹, S Maki, K Fukui, T Ohba, J Kawai, K Sato, D Shiomi, T Takui, K Nakasuji

Affiliation

¹ Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan. morita@chem.sci.osaka-u.ac.jp

PMID: 11574004
DOI: 10.1021/ol010140t

Abstract

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.