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Access to Functionalized Quinones via the Aromatic Oxidation of Phenols Bearing an Alcohol or Olefinic Function Catalyzed by Supported Iron Phthalocyanine Full article

Journal New Journal of Chemistry
ISSN: 1144-0546 , E-ISSN: 1369-9261
Output data Year: 2006, Volume: 30, Number: 12, Pages: 1768-1773 Pages count : 6 DOI: 10.1039/b608834a
Tags HYPERVALENT IODINE REAGENTS; HETEROGENEOUS OXIDATION; SELECTIVE OXIDATIONS; ORGANIC-SYNTHESIS; COMPLEXES; SILICAS; SULFONAMIDES; ALLYLATION; TI-MMM-2; ROUTE
Authors Zalomaeva Olga V. 1,2 , Sorokin Alexander B. 1
Affiliations
1 Institut de Recherches sur la Catalyse, 2 av. A. Einstein, Villeurbanne, France
2 Boreskov Institute of Catalysis, 5 Ac. Lavrentiev Ave., Novosibirsk, 630090, Russia

Abstract: The controlled oxidation at only one position of compounds with several oxidizable sites, while keeping the other sites intact, has been demonstrated for phenols bearing alcohol or olefinic functional groups. Iron tetrasulfophthalocyanine supported on silica was found to be an efficient catalyst for the preparation of functionalized quinones under mild conditions, with tert-butylhydroperoxide as the oxidant. A novel rapid and mild one-pot procedure for the covalent grafting of iron tetrasulfophthalocyanine onto silica has been developed. The supported catalyst was characterized by chemical analysis, a specific surface study, UV-vis spectroscopy and XPS. A non-radical mechanism for this unusual selective oxidation has been revealed by 18O labelling experiments.
Cite: Zalomaeva O.V. , Sorokin A.B.
Access to Functionalized Quinones via the Aromatic Oxidation of Phenols Bearing an Alcohol or Olefinic Function Catalyzed by Supported Iron Phthalocyanine
New Journal of Chemistry. 2006. V.30. N12. P.1768-1773. DOI: 10.1039/b608834a WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
Submitted: Jun 21, 2006
Accepted: Aug 30, 2006
Published online: Sep 26, 2006
Published print: Dec 1, 2006
Identifiers:
Web of science: WOS:000243194000024
Scopus: 2-s2.0-33846255430
Elibrary: 13520669
Chemical Abstracts: 2007:16008
Chemical Abstracts (print): 146:274039
OpenAlex: W1987791592
Citing:
DB Citing
Web of science 43
Scopus 45
Elibrary 42
OpenAlex 39
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