Gardner K A, Mayer J M
Department of Chemistry, University of Washington, Seattle 98195-1700, USA.
Science. 1995 Sep 29;269(5232):1849-51. doi: 10.1126/science.7569922.
The oxidation of toluene by permanganate has been studied as a model for the oxidation of C-H bonds by metal reagents, metalloenzymes, and metal oxide surfaces. In water, the reaction proceeds by hydride (H-) transfer from toluene to a permanganate oxygen, whereas in toluene solution, permanganate abstracts a hydrogen atom (H.). The ability of permanganate to abstract a hydrogen atom is rationalized on the basis of the strong O-H bond formed on H. addition to permanganate. This approach allows understanding and prediction of the rates of hydrogen atom transfer from substrates to metal active sites.
作为金属试剂、金属酶和金属氧化物表面氧化C-H键的模型，人们对甲苯被高锰酸盐氧化的过程进行了研究。在水中，反应通过氢负离子（H-）从甲苯转移至高锰酸盐的一个氧原子上进行，而在甲苯溶液中，高锰酸盐夺取一个氢原子（H·）。高锰酸盐夺取氢原子的能力可基于氢原子加成到高锰酸盐上形成的强O-H键来解释。这种方法有助于理解和预测氢原子从底物转移至金属活性位点的速率。
