Bhatt, MV and BM, Hosur (1986) Electron transfer mechanism for periodic acid oxidation of aromatic substrates. In: Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 25B (10). pp. 1004-1005.
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Oxidn. of phenolic ethers, e.g. $I (R = Me, R1 = H)$ with 1 equiv of $H_5IO$6 gave the iodinated product $I (R = Me, R1 = iodo)$. Use of 2 equiv of oxidant gave $I (R = CHO, R1 = iodo) $in which the side chain was oxidized. Oxidn. of binaphthyl II with either $H_5IO_6$ or ceric ammonium nitrate in MeOH gave the same cyclized product III. ESR signals were found for the $H_5IO_6$ oxidn. of 11 arom. substrates. The ESR data and addnl. chem. evidence suggest a radical cation mechanism for the oxidation.
Item Type: | Journal Article |
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Publication: | Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry |
Publisher: | National Institute of Science Communication and Information Resources, CSIR |
Additional Information: | copyright of this article belongs to National Institute of Science Communication and Information Resources, CSIR |
Keywords: | Electron transfer;periodic acid oxidation;aromatic substrates |
Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
Date Deposited: | 18 Jun 2008 |
Last Modified: | 27 Aug 2008 13:28 |
URI: | http://eprints.iisc.ac.in/id/eprint/14380 |
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