ol501395t_si_001.pdf (1.2 MB)
meso-Aryl Core-Modified Fused Sapphyrins: Syntheses and Structural Diversity
journal contribution
posted on 2014-07-03, 00:00 authored by Ganesan Karthik, A. Srinivasan, Tavarekere K. ChandrashekarTwo new, fused core-modified expanded
porphyrins, sapphyrins 3 and 4, were synthesized
by a simple acid-catalyzed
condensation of electron-rich and rigid precursor, dithienothiophene
(DTT) diol, and core-modified tripyrrane. These sapphyrins exhibit
structural diversity depending upon the heteroatom present in the
macrocyclic framework, where the thiophene ring is inverted in 3, while the selenophene ring in 4 exists in
normal and inverted form in the free base and addition of two protons
shifts the equilibrium to inverted form.