Synthesis of diporphyrins via palladium-catalyzed C-O bond formation: effective access to chiral diporphyrins.
Diporphyrins can be efficiently synthesized from bromoporphyrin precursors via palladium-catalyzed C-O bond formation. The synthetic methodology is general and can be applied to various diols, forming a series of homo-diporphyrins containing different types of spacers in high to excellent yields. Chiral diporphyrins can be readily constructed through the use of optically active diols. A similar strategy allows access to hetero-diporphyrins and triporphyrins, including free-base and metalloporphyrin hetero dimers.
Department of Chemistry, University of South Florida, Tampa, Florida 33620-5250, USA.
Guang-Yao
GY
Gao
Joshua V
JV
Ruppel
Kimberly B
KB
Fields
Xue
X
Xu
Ying
Y
Chen
X Peter
XP
Zhang
D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011166:Porphyrins / Q000138:chemical synthesis*
D011166:Porphyrins; D010165:Palladium