期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 346, 期 2-3, 页码 190-194出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200303204
关键词
dihydroxylation; epoxidation; hydrogen peroxide; iron; N ligands; peracetic acid
Iron complexes (tpa)Fe(OTf)2 (1) and (bpmen)Fe(OTf)(2) (2) [tpa = tris-(2-pyridylmethyl)amine; bpmen=N,N'-bis-(2-pyridylmethyl)-N,N'-dimethyl-1,2-ethylenediamine] were found to catalyze the in situ formation of AcOOH from H2O2 and AcOH in the course of olefin oxidations. While oxidation of cyclooctene by H2O2 catalyzed by 1 gives nearly equimolar epoxide and cis-diol products, introduction of AcOH to the reaction greatly enhances the selectivity for epoxidation. The resulting product distribution is nearly identical to that of cyclooctene oxidation by AcOOH catalyzed by 1. The in situ generation of AcOOH from H2O2 and AcOH in epoxidation catalyzed by some iron complexes opens a possibility to attain AcOOH-type efficiency of epoxidation using H2O2 as a terminal oxidant.
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