1095469-91-2Relevant academic research and scientific papers
Preparation, structure determination, and electrochemical properties of bis{[1,4,8,11, 15,18,22,25-octaethyl-2,3,9,10,16,17,23,24-octakis(methylthio)- phthalocyaninato]titanium(IV)} benzene-1,2,4,5-tetrathiolate
Kimura, Takeshi,Kumasaka, Jun,Namauo, Toshiharu
, p. 5079 - 5084 (2008)
4,5-Bis(methylthio)phthalonitrile 2 was prepared from 2,3,5,6- tetrabromodiethylbenzene in four steps. Tetramerization and cyclization of phthalonitrile 2 with lithium n-pentoxide at 115°C produced octaethyl-octakis(methylthio)phthalocyanine (3). A titanium atom was introduced into the phthalocyanine 3 by treatment with titanium(IV) tetrabutoxide in DMF at 130°C to give the corresponding metal complex 3-TiO. Linking of two molecules of the phthalocyanine 3-TiO with benzene-1,2,4,5-tetrathiol (BTT) produced a double-decker-type compound, bis{[octaethyl-octakis-(methylthio) phthalocyaninato]titanium(IV)} benzenetetrathiolate (6), in which the two phthalocyanines are connected axially through four titanium-sulfur coordination bonds. Double-decker derivative 7 was also obtained by a similar treatment of (tetra-tert-butylphthalocyaninato)titanium(IV) oxide with BTT. The structures of 6 and 7 were determined by NMR, IR, UV/Vis spectroscopy and FAB mass spectrometry. Both phthalocyanine skeletons of 6 have symmetrical structures, as shown by the 1H and 13C NMR spectra. The electrochemical properties of 6 were examined by cyclic voltammetry with Ag/AgNO3 as the reference electrode. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
