Meso-tetraaryl cofacial bisporphyrins delivered by Suzuki cross-coupling.
The Suzuki cross-coupling methodology provides a facile synthetic approach for the modular preparation of meso-tetraaryl cofacial bisporphyrins anchored by xanthene and dibenzofuran. This synthetic method furnishes cofacial bisporphyrin templates with enhanced steric and electronic protection from mu-oxo formation and oxidative degradation. The ability of these platforms to support multielectron oxidation chemistry mediated by proton-coupled electron transfer (PCET) is demonstrated by their reactivity for the catalytic disproportionation of hydrogen peroxide to oxygen and water.
Department of Chemistry, 6-335, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge 02139-4307, USA.
Leng Leng
LL
Chng
Christopher J
CJ
Chang
Daniel G
DG
Nocera
D001572:Benzofurans / Q000737:chemistry; D002384:Catalysis; D006861:Hydrogen Peroxide / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008665:Metalloporphyrins / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D014867:Water / Q000737:chemistry; D014966:Xanthenes / Q000737:chemistry
D001572:Benzofurans; D007202:Indicators and Reagents; D008665:Metalloporphyrins; D014966:Xanthenes; D014867:Water; C023614:dibenzofuran; D006861:Hydrogen Peroxide