A new mode of reactivity for pyridine N-oxide: C-H activation with uranium(IV) and thorium(IV) bis(alkyl) complexes

Jaime A Pool; Brian L Scott; Jaqueline L Kiplinger

doi:10.1021/ja044153o

A new mode of reactivity for pyridine N-oxide: C-H activation with uranium(IV) and thorium(IV) bis(alkyl) complexes

J Am Chem Soc. 2005 Feb 9;127(5):1338-9. doi: 10.1021/ja044153o.

Authors

Jaime A Pool¹, Brian L Scott, Jaqueline L Kiplinger

Affiliation

¹ Chemistry Division, Los Alamos National Laboratory, Los Alamos, NM 87545, USA.

PMID: 15686342
DOI: 10.1021/ja044153o

Abstract

Uranium(IV) and thorium(IV) bis(alkyl) complexes of the type (C5Me5)2AnR2 (An = U, Th; R = CH3, CH2Ph) activate the sp2 and sp3 hybridized C-H bonds in pyridine N-oxide and lutidine N-oxide to produce the corresponding cyclometalated complexes, (C5Me5)2An(R)[eta2-(O,C)-ONC5H4] and (C5Me5)2An(R)[eta2-(O,C)-ON-2-CH2-5-CH3-C5H3]. These provide rare examples of C-H activation chemistry mediated by actinide metal centers. This chemistry is in contrast to the known oxygen atom transfer reactivity patterns of pyridine N-oxides with oxophilic metal complexes and constitutes a new mode of reactivity for pyridine N-oxides.