TY - GEN
T1 - Bioinspired aerobic substrate oxidation
T2 - A Ni(II)-oximate catalyst that parallels biological alcohol and amine oxidation chemistry
AU - Baldwin, Michael J.
AU - Krause, Jeanette A.
AU - Goldcamp, Michael J.
AU - Haven, Micheal
AU - Edison, Sara E.
AU - Squires, Leah N.
PY - 2009/5/21
Y1 - 2009/5/21
N2 - The Ni(II) complex of tris(1-propan-2-onyl oximato)amine (TRISOX) catalyzes the aerobic oxidation of primary alcohols and amines. Parallels to several metalloenzymes guide studies of Ni(TRISOX) chemistry. Ni(TRISOX) catalyzes the same net reactions as galactose oxidase, Cu-dependent amine oxidase, and catalase. Spectroscopy of an observable catalytic intermediate shows reversible oxidation of ligand oximates to iminoxyl radicals. Galactose oxidase and amine oxidase also require both a redox-active organic component and a transition metal. Crystal structures of Hn TRISOX ligands with Fe, Co, Cu and Zn extend this chemistry to other metals.
AB - The Ni(II) complex of tris(1-propan-2-onyl oximato)amine (TRISOX) catalyzes the aerobic oxidation of primary alcohols and amines. Parallels to several metalloenzymes guide studies of Ni(TRISOX) chemistry. Ni(TRISOX) catalyzes the same net reactions as galactose oxidase, Cu-dependent amine oxidase, and catalase. Spectroscopy of an observable catalytic intermediate shows reversible oxidation of ligand oximates to iminoxyl radicals. Galactose oxidase and amine oxidase also require both a redox-active organic component and a transition metal. Crystal structures of Hn TRISOX ligands with Fe, Co, Cu and Zn extend this chemistry to other metals.
UR - http://www.scopus.com/inward/record.url?scp=84893489196&partnerID=8YFLogxK
U2 - 10.1021/bk-2009-1012.ch009
DO - 10.1021/bk-2009-1012.ch009
M3 - Conference contribution
AN - SCOPUS:84893489196
SN - 9780841269750
T3 - ACS Symposium Series
SP - 133
EP - 150
BT - Bioinorganic Chemistry
PB - American Chemical Society
ER -