Synthesis of new representatives of A₃B-type carboranylporphyrins based on meso-tetra(pentafluorophenyl)porphyrin transformations

• Victoria M. Alpatova,
• Evgeny G. Rys,
• Elena G. Kononova and
• Valentina A. Ol'shevskaya

Beilstein J. Org. Chem. 2024, 20, 767–776, doi:10.3762/bjoc.20.70

• carborane A3B-porphyrin were also synthesized based on the amino-substituted A3B-porphyrin. The structures of the prepared carboranylporphyrins were determined by UV–vis, IR, 1H, 19F, 11B NMR spectroscopic data and MALDI mass spectrometry. Keywords: bioconjugation; carboranes; fluorine; porphyrin; SNAr

Substituent-controlled construction of A₄B₂-hexaphyrins and A₃B-porphyrins: a mechanistic evaluation

• Seda Cinar,
• Dilek Isik Tasgin and
• Canan Unaleroglu

Beilstein J. Org. Chem. 2023, 19, 1832–1840, doi:10.3762/bjoc.19.135

• of porphyrinogen and hexaphyrinogen forms. Keywords: A4B2-hexaphyrin; A3B-porphyrin; N-tosylimine; Cu(OTf)2 catalysis; HRESI–TOF analysis; Introduction Porphyrins and expanded porphyrins have found widespread applications in supramolecular chemistry [1][2][3][4]. Expanded porphyrins are utilized as

• -porphyrins concomitantly formed in yields between 9–17%. When p-methoxy- and p-hydroxy-substituted N-tosylimines 2h and 2i were used in this reaction, substrate 2h gave only the A3B-porphyrin while the imine 2i did not form any product (Table 1, entries 8 and 9). To further evaluate the scope of the reaction

• amounts (Table 2, entries 2, 3, 5, and 6). A3B-porphyrin 6a was isolated as the sole product with 13% yield (Table 2, entry 1). In the case of N-tosylimine 2h, the reaction gave A3B-porphyrin 6d and trans-A2B2-porphyrin 7d with 21% and 10% yield, respectively (Table 2, entry 4). In this work, the role of