Beilstein J. Org. Chem.2020,16, 917–955, doi:10.3762/bjoc.16.83
, bacteriochlorin, and isobacteriochlorin. The cores of the porphyrin and chlorin scaffolds contain respectively 22 π and 20 π electrons, whereas bacteriochlorins and isobacteriochlorins contain 18 π electrons (Figure 1). The 18 π electron aromatic system (Figure 1, in bold) of the porphyrinoids confers stability
PDF
Graphical Abstract
Figure 1:
Chemical structures of the porphyrinoids and their absorption spectra: in bold are highlighted the ...
Beilstein J. Org. Chem.2014,10, 628–633, doi:10.3762/bjoc.10.54
of the catalytic hydrogenation to TPPF20 with 10% Pd/C was then studied with a variety of solvents. The results showed that ethanol/DMF is the solvent of choice to produce chlorin TPCF20 and an ethanol/DMF/NEt3 mixture is more adequate to produce isobacteriochlorin (TPIF20).
Keywords: catalytic
hydrogenation; chlorin; isobacteriochlorin; phosphoramidate; porphyrin; Introduction
The use of porphyrin derivatives as photosensitizers is considered for the photodynamic therapy (PDT) of malignant tumors and the treatment of age-related macular degeneration in several countries [1][2]. It is already known
(Figure 1), which shows one Q band at 654 nm, one set of three Q bands from 500–600 nm, and another smaller one at 750 nm. These Q bands are characteristic of chlorin, isobacteriochlorin and bacteriochlorin derivatives, respectively [11]. We concluded that under the conditions of catalytic hydrogenolysis
PDF
Graphical Abstract
Scheme 1:
Synthesis of porphyrin aminoalkylphosphoramidates 1a–c, and of chlorin (TPCF20) and isobacteriochlo...