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Electron transfer mechanism for periodic acid oxidation of aromatic substrates

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
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
Depositing User: Mr Naveen Mathad
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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