Rezaeifard Abdolreza, Jafarpour Maasoumeh, Moghaddam Gholamreza Kardan, Amini Fatemeh
Department of Chemistry, Faculty of Science, University of Birjand, 414 Birjand, Iran.
Bioorg Med Chem. 2007 Apr 15;15(8):3097-101. doi: 10.1016/j.bmc.2007.01.032. Epub 2007 Jan 20.
A novel biomimetic method for rapid oxidation of a wide range of benzylic, allylic, aliphatic, primary and secondary alcohols to the related aldehydes and ketones using Bu(4)NHSO(5) catalyzed by Mn(TPP)OAc/pyridine system with high to excellent yields and excellent selectivity has been developed. The high turnover rates obtained in this catalytic system represent a high efficiency and also relative stability of Mn-porphyrin catalyst towards oxidative degradation. The presence of an electron-withdrawing group on the phenyl ring of both benzyl alcohol and porphyrin ligand increases the reactivity of substrate as well as catalytic activity of Mn-porphyrin catalyst in the oxidation reaction.
已开发出一种新型仿生方法,使用由Mn(TPP)OAc/吡啶体系催化的Bu(4)NHSO(5),将多种苄醇、烯丙醇、脂肪醇、伯醇和仲醇快速氧化为相应的醛和酮,产率高至优异,选择性优异。该催化体系获得的高周转率代表了卟啉锰催化剂对氧化降解具有高效率以及相对稳定性。苄醇和卟啉配体苯环上吸电子基团的存在增加了底物的反应性以及锰卟啉催化剂在氧化反应中的催化活性。