Efficient C–H bond activations via O 2 cleavage by a dianionic cobalt (II) complex
Chemical Science, 2014•pubs.rsc.org
A dianionic, square planar cobalt (II) complex reacts with O2 in the presence of acetonitrile
to give a cyanomethylcobalt (III) complex formed by C–H bond cleavage. Interestingly, PhIO
and p-tolyl azide react similarly to give the same cyanomethylcobalt (III) complex.
Competition studies with various hydrocarbon substrates indicate that the rate of C–H bond
cleavage greatly depends on the pKa of the C–H bond, rather than on the C–H bond
dissociation energy. Kinetic isotope experiments reveal a moderate KIE value of ca. 3.5 …
to give a cyanomethylcobalt (III) complex formed by C–H bond cleavage. Interestingly, PhIO
and p-tolyl azide react similarly to give the same cyanomethylcobalt (III) complex.
Competition studies with various hydrocarbon substrates indicate that the rate of C–H bond
cleavage greatly depends on the pKa of the C–H bond, rather than on the C–H bond
dissociation energy. Kinetic isotope experiments reveal a moderate KIE value of ca. 3.5 …
A dianionic, square planar cobalt(II) complex reacts with O2 in the presence of acetonitrile to give a cyanomethylcobalt(III) complex formed by C–H bond cleavage. Interestingly, PhIO and p-tolyl azide react similarly to give the same cyanomethylcobalt(III) complex. Competition studies with various hydrocarbon substrates indicate that the rate of C–H bond cleavage greatly depends on the pKa of the C–H bond, rather than on the C–H bond dissociation energy. Kinetic isotope experiments reveal a moderate KIE value of ca. 3.5 using either O2 or PhIO. The possible involvement of a cobalt(IV) oxo species in this chemistry is discussed.
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