89797-54-6Relevant academic research and scientific papers
Preparation of 1,3-diphenylselenophenotetraazaporphyrinato ruthenium(II) Bis(4-methylpyridine) by the reaction of 3,4-dicyano-2,5-diphenylselenophene and phthalonitrile: Its optical and electrochemical properties
Kimura, Takeshi,Murakami, Naoko
, p. 428 - 433 (2014)
2,5-Diphenylselenophene (2a) was treated with bromine and then copper(I) cyanide to produce 3,4-dicyano-2,5-diphenylselenophene (4). Compound 4 was mixed with phthalonitrile, and the mixture was reacted with ruthenium(III) trichloride and 4-methylpyridine in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in refluxed 2-ethoxyethanol to give 1,3-diphenylselenophenotetraazaporphyrinato ruthenium(II) bis(4-methylpyridine) (6). The structure of 6 was determined by 1H NMR and fast atom bombardment mass spectrometry (FABMS). In the 1H NMR spectrum, the signals of 4-methylpyridine coordinating to the central ruthenium atom were observed at a higher magnetic field than those of free 4-methylpyridine itself but at a lower magnetic field than those of phthaocyaninato ruthenium(II) bis(4-methylpyridine) (7). The 77Se NMR spectrum of 6 showed one singlet peak at δ = 759.5 ppm, which is a lower magnetic field than those of 2a and 4. The Q band absorption of 6 (λmax = 660 nm) lies at a longer wavelength than does that of 7. Oxidation and reduction potentials of 6 were measured with cyclic voltammetry using Ag/AgNO3 as a reference electrode.
