Extradiol oxygenation of 3, 5-di-tert-butylcatechol with O2by iron chlorides in tetrahydrofuran–water as a model reaction for catechol-2, 3-dioxygenases

T Funabiki, I Yoneda, M Ishikawa, M Ujiie…

Index: Funabiki, Takuzo; Yoneda, Izumi; Ishikawa, Michiya; Ujiie, Mikio; Nagai, Yasutaka; Yoshida, Satohiro Journal of the Chemical Society, Chemical Communications, 1994 , # 12 p. 1453 - 1454

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Citation Number: 12

Abstract

Selective extradiol oxygenation of 3, 5-di-tert-bytylcatechol 1 with O2catalysed by Fe2+ is achieved in THF in the presence of water; the different selectivity obtained by FeCl2 and FeCl3 in THF–H2O and THF–pyridine supports the explanation of the intra-and extra-diol oxygenations by Fe3+ and Fe2+, respectively, as proposed in the enyzmatic systems.

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