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. Author manuscript; available in PMC: 2009 Dec 3.
Published in final edited form as: J Am Chem Soc. 2008 Dec 3;130(48):16262–16273. doi: 10.1021/ja8044986

Scheme 3.

Scheme 3

ΔG and structures for the O2 attack on the ortho C in (from left to right) phenol, ZnIIphenolate, L1CuIIphenolate, L1CuIIphenolate (Cu-O quinone bond length = 2.54 Å) and L3CuIIphenolate. All energies are in kcal/mol.