Elucidation of the extraordinary 4-membered pyrrole ring-contracted azeteoporphyrinoid as an intermediate in chlorin oxidation.
Reaction of 2,3-dioxochlorins with benzeneselenic anhydride (BSA) results in the formation of unusual ring-contracted azetine derivatives that further react with BSA to afford porpholactones.
Köpke
Tillmann
T
Department of Chemistry, Indiana University, Bloomington, IN, USA.
Pink
Maren
M
Zaleski
Jeffrey M
JM
D001385:Azetines / Q000138:chemical synthesis* / Q000737:chemistry; D001555:Benzene Derivatives / Q000737:chemistry*; D003300:Copper / Q000737:chemistry; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry; D016566:Organoselenium Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D011166:Porphyrins / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry*
D001385:Azetines; D001555:Benzene Derivatives; D009942:Organometallic Compounds; D016566:Organoselenium Compounds; D011166:Porphyrins; D011758:Pyrroles; C057599:benzeneselenic anhydride; C006969:chlorin; D003300:Copper; D009532:Nickel