DERIVATIVES OF TRIPHENYLPHLUOROGLUCINOL

Authors
GAUDIG T HUNIG S PETERS K VONSCHNERING HG
Citation
T. Gaudig et al., DERIVATIVES OF TRIPHENYLPHLUOROGLUCINOL, Bulletin des Societes chimiques belges, 103(7-8), 1994, pp. 399-403
Citations number
14
Categorie Soggetti
Chemistry
Journal title
Bulletin des Societes chimiques belges → ACNP
ISSN journal
00379646
Volume
103
Issue
7-8
Year of publication
1994
Pages
399 - 403
Database
ISI
SICI code
0037-9646(1994)103:7-8<399:DOT>2.0.ZU;2-H
Abstract
Since triphenylphloroglucinol (1) has been described with widely diffe ring properties, the correct structure has been substantiated by X-ray analysis. On oxidation of 1 the dimer 5 is formed irreversibly by cou pling between two phenyl groups. All three OH groups in 1 were acylate d by pivaloyl chloride/AlCl3 (--> 2). By methylation of 1 both the dim ethoxy-(3) and trimethoxy-(4) derivatives are formed. On oxidation wit h K3[Fe(CN)6]/OH- phenol 3 yields the persistent radical 3rad, which w as characterized by its ESR signal and isolated as the dimer 6. hydroq uinone reverts 6 back to 3.