J. Org. Chem., 72 (8), 2794 -2802, 2007. 10.1021/jo062349w S0022-3263(06)02349-8
Web Release Date: March 22, 2007

Copyright © 2007 American Chemical Society

Syntheses of Hemoprotein Models that can be Covalently Attached onto Electrode Surfaces by Click Chemistry

Richard A. Decréau, James P. Collman,* Ying Yang, Yilong Yan, and Neal K. Devaraj

Department of Chemistry, Stanford University, Stanford, California 94305-5080

jpc@stanford.edu

Received November 14, 2006

Abstract:

Five alkyne-containing hemoprotein models have been synthesized in a convergent manner. Sonogashira coupling was used to introduce the alkyne functional group on the proximal imidazole before or after being attached on the porphyrin. One model was immobilized onto a gold electrode surface via copper(I)-catalyzed azide-alkyne cycloaddition (Sharpless click chemistry).


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