Synthesis of the β-dipyrrinyl triphyrin(2.1.1) ligand and its coordination complexes

Abstract

The functionalized β-formylphenyl triphyrin(2.1.1) was prepared by coupling β-bromo triphyrin(2.1.1) with 4-formylphenyl boronic acid under Pd(0) coupling conditions. The β-formylphenyl triphyrin(2.1.1) was treated with excess pyrrole under acid catalyzed conditions...

Synthesis of unsymmetrical 2,3,7,8-tetrabromo meso-5,10,11,16-tetraaryl- triphyrin(2.1.1) and its use in the synthesis of sterically crowded 2,3,5,7,8,10,11,16-octaarylated triphyrin(2.1.1)s

“…However, the chemistry of triphyrin(2.1.1) has been limited until recently due to the inaccessibility of proper synthetic routes. We [15][16][17][18][19][20][21] and others [22][23][24] have developed much simpler, straight-forward synthetic routes for meso-tetraaryl triphyrin(2.1.1) 1 (Chart 1) using readily available precursors. We also developed conditions to introduce bromines regioselectively at the β-pyrrole carbons and successfully synthesized β-monobromo to β-hexabromo triphyrins 2-7 (Chart 1) under simple reaction conditions.…”

Synthesis of triphyrin(2.1.1)-triphyrin(2.1.1) homo dimers and bis-Re(i) triphyrin dimer complex

“…25,26 In addition, we used β-pyrrole brominated triphyrin(2.1.1)s to prepare different β-substituted triphyrin(2.1.1)s such as β-aryl substituted triphyrin(2.1.1)s and triphyrin(2.1.1)-metal dipyrrin conjugates. 27,28 Except for a few of these reports, the chemistry of triphyrin(2.1.1)s is not well developed and there is a huge scope to synthesize these contracted congeners of porphyrins and use them as a substitute in place of porphyrins for various applications. In continuation of our efforts towards developing triphyrin(2.1.1) chemistry, we attempted to prepare the first examples of covalently linked triphyrin(2.1.1) homo dimers by treating 2-bromo triphyrin(2.1.1) with different alkane-diols under Pd(0) coupling conditions.…”