Rational synthesis of trans-substituted porphyrin building blocks containing one sulfur or oxygen atom in place of nitrogen at a designated site

…, BJ Littler, MA Miller, CH Lee, JS Lindsey

文献索引：Cho, Won-Seob; Kim, Han-Je; Littler, Benjamin J.; Miller, Mark A.; Lee, Chang-Hee; Lindsey, Jonathan S. Journal of Organic Chemistry, 1999 , vol. 64, # 21 p. 7890 - 7901

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被引用次数: 109

摘要

The use of heteroatom-substituted porphyrins in bioorganic and materials chemistry requires the ability to position a variety of substituents in a controlled manner about the porphyrin periphery. We describe a rational route to trans-AB2C-type porphyrins bearing one oxygen atom (N3O) or one sulfur atom (N3S) in a designated location in the porphyrin core. The synthesis involved four stages:(1) Acid-catalyzed condensation of a furyl-or thienylcarbinol ...