Triphenylene and hexaacetoxytriphenylene were purchased from Tokyo Chemical Industry (TCI). They were used after reprecipitation from dichloromethane and hexane for the spectroscopic and electrochemical measurements. All solvents and reagents of the best grade available were purchased from commercial suppliers and were used without further purification. Column flash chromatography was performed on silica gel (Kanto Chemical Silica gel 60N, 40–50 μm or 100–210 μm). We used an LC-9204 apparatus equipped with a pump (JAI PI-60, flow rate 2.5 mL min–1), a UV detector (JAI UV-3740) and two columns (JAIGEL 2H and 1H, 40 × 600 mm for each). All experiments except single crystal X-ray diffraction measurements were performed at room temperature. 1H NMR and 13C NMR spectra were recorded on a 400 MHz spectrometer JEOL JNM-A400, JNM-Al400, or JNM-ECX 400, using the solvent peak as the reference standard, with chemical shifts given in parts per million. CDCl3 was used as a solvent for NMR measurements. MALDI-TOF mass spectra were recorded on a Bruker Ultraflex.
Jnm a400
Manufactured by JEOL
The JNM-A400 is a compact nuclear magnetic resonance (NMR) spectrometer designed for routine analysis. It features a 400 MHz superconducting magnet and is capable of performing various NMR experiments to analyze the chemical structure and properties of samples.
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2 protocols using jnm a400
1
Purification and Characterization of Triphenylene Derivatives
2
General Synthetic Procedures and Characterization Data
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Chemicals were purchased from Sigma–Aldrich, Merck (Darmstadt, Germany), FUJIFILM Wako Chemicals (Osaka, JAPAN), Nacalai Tesque, Tokyo Chemical Industry (Tokyo, Japan), and Kanto Chemical (Tokyo, Japan) and used without further purification. Column chromatography was done on Cica silica gel 60N (spherical, neutral; particle size, 63–210 nm, Kanto Chemical), while thin-layer chromatography was performed using Merck silica gel 60F254 plates. Melting points were taken on a Yanaco micromelting point apparatus and are uncorrected. The nuclear magnetic resonance (NMR) spectra were acquired in the specified solvent in JEOL JNM-A400 (400 and 100 MHz for 1H and 13C, respectively) or JEOL JNM-ECX500 (500 and 125 MHz for 1H and 13C, respectively). The chemical shifts (δ) are reported in ppm downfield from TMS, and coupling constants (J) are expressed in Hertz. IR spectra were measured with a JASCO FT/IR-460 Plus spectrophotometer (JASCO Corp., Tokyo, Japan). The low-resolution and high-resolution mass spectra were obtained with a Shimadzu GCMS-QP 500 mass spectrometer (Shimadzu Corp., Kyoto, Japan), JEOL D-200, or JEOL AX505 mass spectrometer (JEOL Ltd., Tokyo, Japan) in the electron impact mode at the ionization potential of 70 eV.
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