An Improved Synthesis of Surfactant Porphyrins

Irreversible self-assembly of monomolecular layers of a cobalt(II) hexadecyltetrapyridylporphyrin amphiphile at gold electrodes and its catalysis of oxygen reduction

“…Syntheses, Reagents, and Materials. 5-(l-Hexadecylpyridinium-4-yl)-10,15,20-tris(4-pyridyl)-21/i,23/f-porphinecobalt(II) bromide monohydrate (C16CoTPyP) was prepared by using a modification of literature procedures as follows (19). The monoquaternization of meso-tetrapyridylporphyrin (TPyP) was accomplished by refluxing 600 mg of TPyP and 340 mg of 1bromohexadecane in 600 mL of DMF under N2 for 4 h. The DMF was then removed by vacuum distillation and the residue was washed with ether (5 20-mL portions) to remove unreacted 1bromohexadecane and dried under vacuum at 40 °C overnight.…”

Enhanced Oxygen Singlet Production by Hybrid System of Porphyrin and Enriched (6,5) Single-Walled Carbon Nanotubes for Photodynamic Therapy

“…The preparation of meso -tetrakis( N -myristyl-4-pyridinium)porphyrin tosylate salt (H 2 TMy4PyP(OTs) 4 ) is described elsewhere . H 2 TMy4PyPBr 4 was prepared via alkylation of the parent meso -tetrakis(4-pyridyl)porphyrin according to an adaptation of the method of Okuno et al Briefly, to a refluxing solution of H 2 TM4PyP (104.38 mg, 0.17 mmol) in N,N -dimethylformamide (20 mL) was added tetradecyl bromide (4.00 mL, 13.44 mol). The reaction was monitored by TLC (silica) and UV–visible absorption spectroscopy.…”

Photoinactivation of Hepatitis A Virus by Synthetic Porphyrins¶

“…TMPyP4 (CAS 36951‐72‐1, as the tetratosylate salt) and tetrakis (4‐sulfonatophenyl) porphyrin (TPPS4; CAS 148039‐52‐5, as the dichloride salt) were purchased from Aldrich Chemical Co., Milwaukee, WI, and Porphyrin Products, Logan, UT, respectively, and used as received. The meso ‐alkylated porphyrins tetrakis ( N ‐[ n ‐butyl]‐4‐pyridiniumyl) porphyrin (TBuPyP4; CAS 124925‐12‐8), tetrakis ( N ‐[ n ‐octyl]‐4‐pyridiniumyl) porphyrin (TOcPyP4; CAS 557767‐38‐1), and tetrakis ( N ‐[ n ‐hexadecyl]‐4‐pyridiniumyl) porphyrin (THdPyP4; CAS 74681‐88‐2), were obtained as the tetrabromide salts according to published procedures (24,25), purified by column chromatography and characterized by mass spectrometry and proton nuclear magnetic resonance ( 1 H NMR). Purity was estimated by integration of compound‐related and unrelated signals in the 1 H NMR spectra to be over 99%.…”