Beilstein J. Org. Chem.2018,14, 1956–1960, doi:10.3762/bjoc.14.170
10.3762/bjoc.14.170 Abstract 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
3Pd is further red-shifted and more intense.
Keywords: aromaticity; earringsubporphyrin; π-extended; supramolecular chemistry; Findings
Since its first synthesis in 2006 [1][2], subporphyrin, the lowest homolog of porphyrins, has received considerable attention [3][4][5][6][7][8] due to its 14π
skeleton of the “earring” subporphyrin, we performed a Suzuki–Miyaura coupling reaction between β,β′-diiodosubporphyrin 1 [37] and diboryltripyrrane 2 [38] (Scheme 1). Monitored by TLC, we merely observed a complicated mixture without any major band during the progress of the reaction. However, several
PDF
Graphical Abstract
Scheme 1:
Synthesis of “earring” subporphyrin and its Pd complex. Synthetic procedure: (i) Diboryltripyrrane ...