Synthesis of meso-arylsulfanyl- and alkylsulfanyl-substituted porphyrins via palladium-mediated C-S bond formation.
A family of new meso-arylsulfanyl- and alkylsulfanyl-substituted porphyrins were efficiently synthesized from direct reactions of meso-brominated porphyrins with thiols via palladium-mediated C-S bond formation. The catalytic method can be performed under mild conditions with both mono- and bis-substituted meso-bromoporphyrins as well as their zinc complexes and is suitable for different types of thiols. With the use of selenols, meso-seleno-substituted porphyrins can also be prepared similarly.
Gao
Guang-Yao
GY
Department of Chemistry, University of Tennessee, Knoxville, TN 37996-1600, USA.
Colvin
Andrew J
AJ
Chen
Ying
Y
Zhang
X Peter
XP
D002384:Catalysis; D008024:Ligands; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D011166:Porphyrins / Q000138:chemical synthesis*; D013440:Sulfides / Q000737:chemistry*
D008024:Ligands; D009942:Organometallic Compounds; D011166:Porphyrins; D013440:Sulfides; D010165:Palladium