Triphenylene #CAS217-59-4

Triphenylene #CAS217-59-4:

2,2'-Dibromobiphenyl-->1H-3-Benzazepine, 2,3,4,5-tetrahydro-3-methyl--->2-Iodobiphenyl-->Dodecahydrotriphenylene-->BIPHENYLENE-->2-CHLOROBIPHENYL-->diphenyleneiodonium trifluoromethanesulfonate-->2-Bromofluorobenzene-->2-Bromobiphenyl-->1,2-Dibromobenzene-->2-Bromobenzoic acid-->1,2-bis(4,4,5,5-tetramethyl-[1,3,2]dioxabororan-2-yl)benzene-->5,5-diMethyl-5H-dibenzo[b,d]stannole-->o-Terphenyl-->2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE

Triphenylene can be synthesized by a novel ligand-free Pd-catalyzed cascade reaction between o-chlorobenzoic acids and cyclic diaryliodonium salts.

Triphenylene belongs to the class of polycyclic aromatic hydrocarbons, which is commonly employed as a substrate for use as a precursor for the synthesis of graphenes, carbon nanotubes, buckminsterfullerenes as well as polycyclic heteroaromatics.

Application of Triphenylene

Triphenylene synthesis: 2-Chlorobenzoic acid(78mg, 0.5mmol), iodonium salt (236mg, 0.55mmol), palladium acetate (2.8mg, 0.0125mmol), potassium carbonate (152mg, 1.1mmol) were dissolved in 3mL of NMP solvent was heated to 110 °C and stirred for 17 hours, cooled to room temperature, extracted with ethyl acetate, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, concentrated, and subjected to column chromatography to obtain 92 mg of triphenylene as a white solid, The yield was 80%.

Triphenylene is an important basic skeleton monomer of polycyclic aromatic hydrocarbons. It can be used to synthesize macromolecular compounds with multi-conjugated structure, and is widely used in the research of organic supramolecular materials.Triphenylene is used in optics and electronics. It is also used as a discotic mesogen in liquid crystalline materials. Further, it is a compound that fluoresces in the ultraviolet region. In addition to this, it is used in the preparation of triphenylene-2-carbaldehyde

Triphenylene is a polycyclic aromatic hydrocarbon (PAH) that can be isolated from coal tar. Triphenylene emits fluorescence in the ultraviolet region and is a useful compound for developing semiconductor devices.

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