Chemoselective Aerobic Oxidation of Alcohols Utilizing a Vanadium(V) Catalyst

被引:8
|
作者
Kitt, Maggie I. [1 ]
Amir, Emily [1 ]
Sloane, Eleanor R. [1 ]
Fraser, Douglas G. [1 ]
Cerritelli, John E. [1 ]
Sabanos, Caroline S. M. [1 ]
McNeely, James H. [1 ]
Snyder, John K. [1 ]
Doerrer, Linda H. [1 ]
Beeler, Aaron B. [1 ]
机构
[1] Boston Univ, Dept Chem, Boston, MA 02215 USA
基金
美国国家科学基金会;
关键词
vanadium catalysis; chemoselective oxidations; aerobic oxidation; diols; ALPHA-HYDROXY ESTERS; SECONDARY ALCOHOLS; PROPARGYLIC ALCOHOLS; ALDEHYDES; EFFICIENT; MECHANISM; OXYGEN; DECOMPOSITION; COMPLEXES; MODELS;
D O I
10.1021/acscatal.3c05638
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Work remains to develop an aerobic catalyst that will selectively oxidize secondary alcohols in the presence of primary alcohols. In principle, this is possible when there is an oxidation potential preference for doing so. One potential strategy is the use of a low oxidation potential catalyst. Recently, we reported a dimeric vanadium(V)-(mu-O)(2) perfluoropinacolate (pin(F)) complex with the ability to oxidize alcohols via dehydrogenation that was sensitive to the alcohol redox potential. Herein, we report the scope, chemoselectivity, and insights into the mechanism by which V(V) cat performs oxidations on activated primary and secondary alcohols.
引用
收藏
页码:4799 / 4806
页数:8
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