Polymer-bound schiff-base complex catalyst for effective oxidation of olefins with molecular oxygen

✍ Scribed by Rong-Min Wang; Cheng-Jun Hao; Yu-Feng He; Chun-Gu Xia; Jian-Ren Wang; Yun-Pu Wang

• Publisher: John Wiley and Sons
• Year: 2000
• Tongue: English
• Weight: 132 KB
• Volume: 75
• Category: Article
• ISSN: 0021-8995
• DOI: 10.1002/(sici)1097-4628(20000228)75:9<1138::aid-app6>3.0.co;2-w

✦ Synopsis

Polymer-bound Schiff-base ligand (PS-SalPhe) was prepared from polystyrene-bound salicylaldehyde and phenylalanine, and its complex (PS-SalPhe-M) (M ϭ Co, Mn) was also synthesized. The polymer ligand and its complex were characterized by infrared spectra, small area X-ray photoelectron spectroscopy, and ICP-AES. In the presence of the complex, cyclohexene can be effectively oxidized by molecular oxygen without a reductant. The major products of the reaction are 2-cyclohexen-1-ol (-OH), 2-cyclohexen-1-one (CAO), and 2-cyclohexen-1-hydroperoxide (-OOH ), which is different from the typical oxidation of cyclohexene. The mechanism of cyclohexene oxidation is also discussed. Long-chain linear aliphatic olefins, such as 1-octene, 1-decene, 1-dodecene, and 1-tetradecene, can be directly oxidized by molecular oxygen catalyzed by PS-SalPhe-M (M ϭ Mn, Co), which yields the 1,2-epoxy alkane.