Facile peripheral modification of N-confused porphyrin.
[reaction: see text] An improved methodology for the N-alkylation of the porphyrin isomer N-confused porphyrin is presented. The combination of polar solvent conditions and the use of the base Cs2CO3 affords externally modified products in high yield without separation difficulties and without the use of large excesses of alkylating reagent. The further transformation and metalation of these products provides opportunities for the construction of metalloenzyme model complexes, peptide adducts, and chromophore assemblies.
Qu
Wenchao
W
Department of Chemistry, Knight Chemical Laboratory, University of Akron, Akron, Ohio 44325-3601, USA.
Ding
Tang
T
Cetin
Anil
A
Harvey
John D
JD
Taschner
Michael J
MJ
Ziegler
Christopher J
CJ
D000478:Alkylation; D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D011166:Porphyrins / Q000737:chemistry*; D012997:Solvents
D007202:Indicators and Reagents; D011166:Porphyrins; D012997:Solvents