Multifunctional bacteriochlorins from selective palladium-coupling reactions.
Nonsymmetrical, multifunctional bacteriochlorin derivatives possessing different substituents at the β-pyrrolic positions have been prepared by stepwise, selective functionalization of 3,13-dibromo-5-methoxybacteriochlorin via palladium-coupling reactions. The new derivatives reported here include monovalent bioconjugatable bacteriochlorin, orthogonally protected bacteriochlorin amino acid, and push-pull bacteriochlorins. Taken together, this study provides a route to previously unavailable bacteriochlorin architectures for fundamental studies and diverse applications.
Department of Chemistry and Biochemistry, University of Maryland Baltimore County, 1000 Hilltop Circle, Baltimore, Maryland 21250, United States.
Zhanqian
Z
Yu
Marcin
M
Ptaszek
D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010777:Photochemistry; D011166:Porphyrins / Q000737:chemistry*
D011166:Porphyrins; C452433:bacteriochlorin; D010165:Palladium