Borylated porphyrin is one of building blocks in coupling reactions to obtain the multiporphyrin containing two, three or more subunits of porphyrins. In this study, one of borylated porphyrin derivatives, 5-(4,4,5,5-tetramethyl-1,3,2-dioxoborolane)-10,20-diphenylporphyrin (B-DPP) was synthesized through four steps of reactions. The building block of porphyrin, dipyrromethane was synthesized through a condensation reaction in the presence of trifluoroacetic acid as catalyst. Subsequently, A 2 B 2 type of porphyrin was obtained by Lindsey condensation reaction followed by bromination reaction to produce porphyrin halide. Suzuki cross coupling reaction between porphyrin halide and pinacolborane with Pd (II) catalyst afforded 40% of borylayed porphyrin. The product was successfully characterized by using nuclear magnetic resonance spectroscopy (NMR) and UV-Visible spectroscopy (UV-Vis). This compound crystallized from a mixture of dichloromethane/methanol to give violet needle-like crystal. Crystallographic studies showed this compound crystallized in monoclinic system with space group of P2 1 /c.
Two pyridine-2,6-dicarboxylates each containing butynyl and pentynyl at position 2 and 6 were synthesized by esterification of 2,6-pyridinedicarbonyl dichloride with N-alkyne alcohol. All compounds were characterized by using nuclear magnetic resonance spectroscopy (NMR), infrared spectroscopy (IR) and mass spectrometry (MS) techniques. Crystallographic studies showed that both compounds, 3-dibutynyl pyridine-2,6-dicarboxylate (3a) and 4-dipentynyl pyridine-2,6-dicarboxylate (3b) crystallized in monoclinic system with same space group of C 2/c.
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