ChemInform Abstract: THE EFFECT OF MOLECULAR STRUCTURE ON OPTICAL PROPERTIES OF SULFOXIDE SYSTEMS, 3‐DIBENZOFURYLSULFINYLACETIC ACIDS AND THEIR DERIVATIVES PART 2

Janczewski, Marian; Maziarczyk, Henryka

doi:10.1002/chin.197509072

Cited by 1 publication

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“…In the case of co-oxidation of S-phenylmercaptoacetic acid and oxalic acid with pyridinium chlorochromate [19], two different mechanisms, based on substrate concentration, have been suggested. The significant utility of phenylsulfinylacetic acid (PSAA) in various synthetic routes [20][21][22][23][24][25][26] prompted the present investtigation. Detailed literature scanning also reveals that there is no systematic kinetic report on PSAA and so, the present study of Cr(VI) co-oxidation of PSAA with oxalic acid (OxH 2 ) is undertaken and its salient features along with the substituent effects are discussed .…”

Section: Introductionmentioning

confidence: 99%

Spectral Evidence for the One-Step Three-Electron Oxidation of Phenylsufinylacetic Acid and Oxalic Acid by Cr(VI)

Subramaniam¹,

Selvi²

2013

AJAC

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The co-oxidation of a mixture of phenylsulfinylacetic acid (PSAA) and oxalic acid (OxH 2 ) by Cr(VI) in 20% acetonitrile-80% water (v/v) medium follows third order kinetics, first order, each with respect to PSAA, OxH 2 and Cr(VI). The reaction involves nucleophilic attack of sulfur atom of PSAA on chromium of the oxidizing species, Cr(VI)-OxH 2 to form a ternary complex, Cr(VI)-OxH 2 -PSAA followed by a one-step three-electron reduction of Cr(VI) to Cr(III) and simultaneous oxidation of both the substrates. The reaction is catalysed by Mn 2+ ion while retarded by Al 3+ ion. Electron releasing substituents in the meta-and para-positions of the phenyl ring of PSAA enhance the rate of co-oxidation while electron withdrawing substituents retards the reaction. The Hammett plots at different temperatures exhibit excellent correlation with negative ρ values. The reaction series obey isokinetic relationship and the observed isokinetic temperature is lying below the experimental range of temperature.

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