Selective Alkane C-H Bond Oxidation Catalyzed by a Non-Heme Iron Complex Featuring a Robust Tetradentate Ligand

被引：18

作者：

Chen, Lizhu ^{[1
]}

Su, Xiao-Jun ^{[1
]}

Jurss, Jonah W. ^{[1
]}

机构：

[1] Univ Mississippi, Dept Chem & Biochem, University, MS 38677 USA

来源：

ORGANOMETALLICS | 2018年 / 37卷 / 24期

关键词：

IRON(IV)-OXO COMPLEX; HYDROXYLATION; HYDROGEN; HEME; FE; DIHYDROXYLATION; REACTIVITY;

D O I：

10.1021/acs.organomet.8b00611

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An iron complex, [Fe-II(BpyPY2Me)(CH3CN)(2)]-(OTf)(2) (1-Fe, where BpyPY2Me is 6-(1,1-di(pyridin-2-yl)ethyl)-2,2'-bipyridine and OTf is triflate), supported by an oxidatively rugged tetradentate ligand is reported for the catalytic oxidation of unactivated C-H bonds in cyclohexane and adamantane. With the use of m-chloroperbenzoic acid (mCPBA) as the terminal oxidant, the iron catalyst shows an alcohol-to-ketone (A/K) ratio of 7.5 for cyclohexane oxidation with conversion percentages as high as 90% with respect to oxidant. Moreover, catalysis toward adamantane oxidation shows high regioselectivity (3 degrees/2 degrees = 45) favoring tertiary C-H bonds with yields up to 87%. Results, including electrospray ionization mass spectrometry and UV-vis spectroscopy, indicate that a molecular non-heme iron(IV)-oxo intermediate is the catalytically active species.

引用

页码：4535 / 4539

页数：5

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