One-pot synthesis of 1,2/3-triols from the allylic hydroperoxides catalyzed by zeolite-confined osmium(0) nanoclusters

Metin, Onder/0000-0003-1622-4992; Akbayrak, Serdar/0000-0003-3858-2985WOS: 000324789600018A facile, efficient and eco-friendly method for the one-pot synthesis of 1,2/3-triols from the allylic hydroperoxides were developed by using zeolite-confined osmium(0) nanoclusters as reusable catalyst and without using any co-oxidant (H2O2, (BuOOH)-Bu-t, NMO, etc.) in water/acetone (v/v = 1/4) mixture at room temperature. In this method, the oxygen atom of the allylic hydroperoxide group was transferred to the double bond of the same molecule via zeolite-confined osmium(0) nanoclusters. The method has been successfully applied to various allylic hydroperoxides and the corresponding 1,2/3-triols were obtained in high chemical yield. Moreover, a plausible mechanism was proposed for the catalytic oxidation of allylic hydroperoxide to the respective 1,2/3-triols in the presence of zeolite-Os-0 catalyst gathering all the results collected by testing a variety of allylic hydroperoxides in the presence of zeolite-Os-0 catalyst. (c) 2013 Elsevier B.V. All rights reserved.TUBITAKTurkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK) [109T815]; Ataturk University Scientific Research Project CouncilAtaturk University [2010/32, 2011/93]; Turkish Academy of SciencesTurkish Academy of SciencesPartially support by TUBITAK (Project No: 109T815), Ataturk University Scientific Research Project Council (Project Nos: 2010/32 and 2011/93) and Turkish Academy of Sciences is gratefully acknowledged