title: SBA-15-functionalized 3-oxo-ABNO as recyclable catalyst for aerobic oxidation of alcohols under metal-free conditions.
abstract: The nitroxyl radical 3-oxo-9-azabicyclo [3.3.1]nonane-N-oxyl (3-oxo-ABNO) has been prepared using a simple protocol. This organocatalyst is found to be an efficient catalyst for the aerobic oxidation of a wide variety of alcohols under metal-free conditions. In addition, the preparation and characterization of a supported version of 3-oxo-ABNO on ordered mesoporous silica SBA-15 (SABNO) is described for the first time. The catalyst has been characterized using several techniques including simultaneous thermal analysis (STA), transmission electron microscopy (TEM), and nitrogen sorption analysis. This catalyst exhibits catalytic performance comparable to its homogeneous analogue and much superior catalytic activity in comparison with (2,2,6,6-tetramethylpiperidin-1-yl)oxy (TEMPO) for the aerobic oxidation of almost the same range of alcohols under identical reaction conditions. It is also found that SABNO can be conveniently recovered and reused at least 12 times without significant effect on its catalytic efficiency.
authors.affiliation: Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Gava Zang, Zanjan 45137-6731 (Iran). karimi@iasbs.ac.ir.
authors.forename: Babak
authors.initials: B
authors.lastname: Karimi
authors.forename: Elham
authors.initials: E
authors.lastname: Farhangi
authors.forename: Hojatollah
authors.initials: H
authors.lastname: Vali
authors.forename: Saleh
authors.initials: S
authors.lastname: Vahdati
mesh_terms: D000332:Aerobiosis; D000438:Alcohols / Q000737:chemistry*; D053961:Azabicyclo Compounds / Q000737:chemistry*; D002384:Catalysis; D003497:Cyclic N-Oxides / Q000737:chemistry*; D010084:Oxidation-Reduction; D012822:Silicon Dioxide / Q000737:chemistry*
chemical_list: D000438:Alcohols; D053961:Azabicyclo Compounds; D003497:Cyclic N-Oxides; C509969:SBA-15; D012822:Silicon Dioxide
keywords: aerobic oxidation; alcohols; sabno; sba-15; supported catalysts