Citation: BAI Ming, ZHANG Yan, WAN Pei-Hong, ZHANG Chong-Xi. Six Phthalocyaninato Zinc(Ⅱ) Complexes:Synthesis via Cross-Condensation of Two Phthalonitriles, Spectroscopy and Electrochemistry[J]. Chinese Journal of Inorganic Chemistry, ;2014, (2): 371-378. doi: 10.11862/CJIC.2014.029
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Cross-condensation of two different phthalonitriles, namely 4,5-bis[(4-methyloxycarbonyl)phenoxy]phthalonitrile (1) and 4-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phthalonitrile(2), in the presence of Zn(OAc)2·2H2Oand 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) followed by transesterification in refluxing n-pentanol afforded six phthalocyaninato zinc(Ⅱ) complexes modulated with different numbers of pentyloxycarbonyl and/or triethylene glycol monomethyl ether groups. Simple silica-gel column chromatography leads to the successful separation of all these six compounds, namely Zn[Pc(BP)4](3), Zn[Pc(BP)3(TEG)](4), Zn[Pc(BP)2(TEG)2]-opp(5), Zn[Pc(BP)2(TEG)2]-adj(6), Zn[Pc(BP)(TEG)3](7), and Zn[Pc(TEG)4](8). In addition, the six complexes have been characterized with elemental analysis, MALDI-TOFmass, UV-Vis spectroscopy, 1H NMR, and 2D COSYspectroscopy. The electrochemical properties have also been investigated.
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