Synthesis and characterization of π–extended earring subporphyrins

摘要

A π-extended “earring” subporphyrin >3 was synthesized from β,β′-diiodosubporphyrin and diboryltripyrrane via a Suzuki–Miyaura coupling and following oxidation. Its Pd complex >3Pd was also synthesized and both of the compounds were fully characterized by ¹H NMR, MS and X-ray single crystal diffraction. The ¹H NMR spectra and single crystal structures revealed that aromatic ring current did not extend to the “ear” in both of the two compounds. Their UV–vis/NIR spectra were recorded and the absorption of both compounds is extended to the NIR region and that the absorption of >3Pd is further red-shifted and more intense.