Synthesis and Catalytic Activity of Mo(VI) Oxo-peroxo Complex in Selective Oxidation of Sulfides to Sulfoxides and Alkenes to Epoxides

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Atabaki, Behnam | 2013

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Type of Document: M.Sc. Thesis
Language: Farsi
Document No: 44392 (03)
University: Sharif University of Technology
Department: Chemistry
Advisor(s): Bagherzadeh, Mojtaba; Jamali, Sirous
Abstract:
Considerable efforts have been directed in recent years towards the transition metal complex catalyzed oxidation of organic compounds. Among these, oxidation of sulfides to sulfoxides and alkenes to epoxides have specially been attended a lot, since sulfoxides and epoxides are important intermediates in organic synthesis. In this study [MoO(O2)(oxazine)2] complex has been synthesized and characterized by FT-IR and 1HNMR. This complex was found to be an efficient, selective catalyst for the oxidation of various sulfides to sulfoxides with urea hydrogen peroxide (UHP) in excellent yields (100% for dioctylsulfide) and short reaction times (20 min) at room temperature. Also this new efficient catalytic system was investigated for the epoxidation of various olefins by [MoO(O2)(oxazine)2] and TBHP as oxidizing agent. Using this system as catalyst for the oxidation of aliphatic and cyclic substrates gives the oxidation products with conversions up to 100% and turnover number up to 20. The results clearly demonstrate the influence of steric and electronic properties of olefins. The highest conversion (100%) was achieved for 4-methyl styrene within 2 hours
Keywords:
Molybdenum ; Oxazine ; Catalytic Oxidation ; Sulfide ; Alkene