- Synthesis, electrochemistry and in situ spectroelectrochemistry of novel tetra dimethyl 5-oxyisophthalate substituted Co(II), Mn(III), and μ-oxo-dimer Fe(III) phthalocyanines
-
In this study, peripheral and non-peripheral tetra dimethyl 5-oxyisophthalate substituted cobalt(II), manganese(III) and μ-oxo-dimer Fe(III) phthalocyanines were synthesized by the reaction of dimethyl 5-hydroxyisophthalate with 1,2-dicyano-4-nitrobenzene/1,2-dicyano-3-nitrobenzen in dry N,N-dimethylformamide in the presence of anhydrous potassium carbonate. All purified phthalocyanine compounds were characterized by using FT-IR, UV-visible, MALDI-TOF mass spectrometry and elemental analyses results. Electron transfer properties of all novel cobalt(II), manganese(III) and μ-oxo-dimer Fe(III)phthalocyanine complexes were investigated by voltammetric and in situ spectroelectrochemical measurements in nonaqueous solution medium. Complexes were observed to display both metal-based and phthalocyanine ring-based reduction and oxidation electron transfer processes.
- K?ksoy, Baybars,Soyer, Ok?an,Orman, Efe Baturhan,?zkaya, Ali Riza,Bulut, Mustafa
-
-
Read Online
- Synthesis and separation of the constitutional isomers of 1(4),8(11),15(18),22(25)-tetrakis[(pentyloxycarbonyl)phenoxy]-phthalocyaninato zinc(II) complexes
-
Cyclic tetramerization of 3-[(methyloxycarbonyl)phenoxy]phthalonitrile (1a-1c) in the presence of Zn(OAc)2·2H2O and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) followed by transesterification in refluxing n-pentanol afforded 1(4),8(11),15(18),22(25)- tetrakis[(pentyloxycarbonyl)phenoxy]phthalocyaninato zinc(II) complexes (2a-2c) as a mixture of four constitutional isomers. Simple silica-gel column chromatography leads to the successful separation of pure isomers with the C4h and D2h symmetry together with a section containing the C2v and Cs isomers, which have been characterized with a wide range of spectroscopic methods including MALDI-TOF mass, electronic absorption, 1H NMR, and 2D COSY spectroscopy. Synthesis yields in combination with the NMR spectroscopic results reveal that the distribution of the four isomers in the final product for 2a-2c does not strictly follow that expected according to statistical calculation with the ratio of C 4h:C2v:Cs:D2h = 1:2:4:1, indicating the effect of steric hindrance of substituents on the formation of various constitutional isomers.
- Bai, Ming,Zhang, Yan,Song, Rui,Han, Senjian,Wan, Peihong,Zhang, Chongxi
-
p. 469 - 474
(2013/04/24)
-