Synthesis and solution properties of phthalocyanines substituted with four crown ethers

作者: E HAMURYUDAN

DOI: 10.1016/J.DYEPIG.2005.01.018

关键词: CoulometryInorganic chemistryCyclic voltammetryPolymer chemistryDerivative (chemistry)Crown etherZincPhthalonitrileProton NMRAdductChemistry

摘要: Abstract Metal-free and metal phthalocyanines (M = Ni, Zn, Co) substituted with four benzo-15-crown-5 units through oxy-bridges have been synthesized from a new phthalonitrile derivative, 1-{[(benzo-15-crown-5)-4′-yl]oxy}phthalonitrile ( 3 ). The newly prepared compounds characterized by elemental analyses, IR, 1 H NMR, MS UV–Vis spectroscopy. Alkali interactions of the crown ethers on zinc phthalocyaninato 6 ) are shown to form intermolecular adduct. electrochemical properties ZnPc were investigated using cyclic voltammetry controlled potential coulometry.

参考文章(23)
Ot E. Sielcken, Marcus M. Van Tilborg, Maarten F. M. Roks, Ron Hendriks, Wiendelt Drenth, Reoland J. M. Nolte, Synthesis and aggregation behavior of hosts containing phthalocyanine and crown ether subunits Journal of the American Chemical Society. ,vol. 109, pp. 4261- 4265 ,(1987) , 10.1021/JA00248A021
Özgül Sağlam, Ahmet Gül, Porphyrazines with appending eight crown ethers Polyhedron. ,vol. 20, pp. 269- 275 ,(2001) , 10.1016/S0277-5387(00)00617-3
Theodore F. Baumann, Mohammad S. Nasir, John W. Sibert, Andrew J. P. White, Marilyn M. Olmstead, David J. Williams, Anthony G. M. Barrett, Brian M. Hoffman, solitaire-Porphyrazines: Synthetic, Structural, and Spectroscopic Investigation of Complexes of the Novel Binucleating Norphthalocyanine-2,3-dithiolato Ligand Journal of the American Chemical Society. ,vol. 118, pp. 10479- 10486 ,(1996) , 10.1021/JA9619115
Esin Hamuryudan, Zehra Altuntas Bayır, Özer Bekaroglu, Dioxadiaza macrocycle-substituted phthalocyanines Dyes and Pigments. ,vol. 43, pp. 77- 81 ,(1999) , 10.1016/S0143-7208(99)00044-3
Arthur W. Snow, James R. Griffith, N. P. Marullo, Syntheses and characterization of heteroatom-bridged metal-free phthalocyanine network polymers and model compounds Macromolecules. ,vol. 17, pp. 1614- 1624 ,(1984) , 10.1021/MA00138A033
Ali Ihsan Okur, Ahmet Gül, Ali Cihan, Nükhet Tan, Özer Bek[acaron]roĝlu, Synthesis and Properties of Phthalocyanines Substituted with Four Crown Ethers Synthesis and Reactivity in Inorganic and Metal-organic Chemistry. ,vol. 20, pp. 1399- 1412 ,(1990) , 10.1080/00945719008048643
M. Bardin, E. Bertounesque, V. Plichon, J. Simon, V. Ahsen, O. Bekaroglu, Electrochemistry of lutetium crowned ether diphthalocyanine films Journal of Electroanalytical Chemistry. ,vol. 271, pp. 173- 180 ,(1989) , 10.1016/0022-0728(89)80073-7
Nagao Kobayashi, A. B. P. Lever, Cation or solvent-induced supermolecular phthalocyanine formation: crown ether substituted phthalocyanines Journal of the American Chemical Society. ,vol. 109, pp. 7433- 7441 ,(1987) , 10.1021/JA00258A030
Atıf Koca, Özgül GÖ&#x Sağlam, Ahmet Gül, Electrochemical Investigation on Porphyrazines with Peripheral Crown-Ether Groups Monatshefte Fur Chemie. ,vol. 134, pp. 11- 21 ,(2002) , 10.1007/S00706-002-0518-3