Synthesis, characterization, and photophysical and photochemical properties of 3-(4-phenyloxy)coumarin containing metallo- and metal-free phthalocyanines

The synthesis of novel zinc, cobalt, indium, and metal-free phthalocyanines carrying four 3-(4-phenyloxy)couma- rins in the periphery/nonperiphery were prepared by cyclotetramerization of 3-[4-(3,4-dicyanophenyloxy)phenyl]coumarin (2)/3-[4-(2,3- dicyanophenyloxy)phenyl]coumarin (3). The novel chromogenic compounds were characterized by elemental analysis, 1H NMR, mass spectra, F-IR, and UV-vis spectral data. The effects of the coumarin units on the zinc, indium, and metal-free phthalocyanine complexes (2a/3a, 2c/3c, 2d/3d) were also investigated.

Synthesis, characterization, and photophysical and photochemical properties of 3-(4-phenyloxy)coumarin containing metallo- and metal-free phthalocyanines

The synthesis of novel zinc, cobalt, indium, and metal-free phthalocyanines carrying four 3-(4-phenyloxy)couma- rins in the periphery/nonperiphery were prepared by cyclotetramerization of 3-[4-(3,4-dicyanophenyloxy)phenyl]coumarin (2)/3-[4-(2,3- dicyanophenyloxy)phenyl]coumarin (3). The novel chromogenic compounds were characterized by elemental analysis, 1H NMR, mass spectra, F-IR, and UV-vis spectral data. The effects of the coumarin units on the zinc, indium, and metal-free phthalocyanine complexes (2a/3a, 2c/3c, 2d/3d) were also investigated.

___

  • Spectrochim Acta A 2011, 81, 690–697.
  • Esenpınar, A. A.; Durmu¸s, M.; Bulut, M. Polyhedron 2011, 30, 2067–2074.
  • C¸ amur, M.; Durmu¸s, M.; Bulut, M. J. Photoch. Photobio. A 2011, 222, 266–275.
  • Bulut, M.; Pi¸skin, M.; Durmu¸s, M. Inorg. Chim. Acta. 2011, 373, 107–116.
  • Stillman, M. J.; Nyokong, T. In: Phthalocyanines: Properties and Applications;
  • Leznoff, C. C.; Lever A. B. P.,
  • Seotsanyana-Mokhosi, I.; Kuznetsova, N.; Nyokong, T. J. Photoch. Photobio. A: 2001, 140, 215–222. 40.Kuznetsova, N.; Gretsova, N.; Kalmkova, E.; Makarova, E.; Dashkevich, S.; Negrimovskii, V.; Kaliya, O.; Luk’yanets,
  • E. Russ. J. Gen. Chem. 2000, 70, 133–140. 41.Spiller, W.; Kliesch, H.; W¨ohrle, D; Hackbarth, S.; Roder, B.; Schnurpfeil, G. J. Porphyr. Phthalocya. 1998, 2, 145–158. 42.Chipman, D. M.; Grisaro, V.; Shanon, N. J. Biol. Chem. 1967, 242, 4388–4394.
  • Pi¸skin, M.; Durmu¸s, M.; Bulut, M. J. Photoch. Photobio. A 2011, 223, 37–49.
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
Sayıdaki Diğer Makaleler

Diphenylethoxy-substituted metal-free and metallophthalocyanines as potential photosensitizer for photodynamic therapy: synthesis and photophysical and photochemical properties

Yusuf YILMAZ, Ali ERDOĞMUŞ, Muhammet Kasım ŞENER

Electrochemistry of Fe(IV) and Mn(IV) corroles containing meso-dichlorophenyl substituents and the use of these compounds as catalysts for the electroreduction of dioxygen in acid media

Lina YE, Zhongping OU, Deying MENG, Mingzhu YUAN, Yuanyuan FANG, Karl M. KADISH

New soluble amidoamine substituted phthalocyanines: synthesis, characterization, and investigation of their solution properties

Senem ÇOLAK, Salih Zeki YILDIZ

Coupling ferrocene to brominated tetraazaporphyrin: exploring an alternative synthetic pathway for preparation of ferrocene-containing tetraazaporphyrins

Victor N. NEMYKIN, Elena A. MAKAROVA, Nathan R. ERICKSON, Pavlo V. SOLNTSEV

N-bridged dimers of tetrapyrroles complexed by transition metals: syntheses, characterization methods, and uses as oxidation catalysts

Ümit İŞCİ, Fabienne DUMOULİN, Alexander B. SOROKİN, Vefa AHSEN

Nature of second-order nonlinear optical response in phthalocyanine derivatives: a density functional theory study

Chiming WANG, Chao CHEN, Qingqi ZHANG, Dongdong QI, Jianzhuang JIANG

Synthesis and characterization of novel 2-{[2-(dimethylamino)ethyl](methyl)amino} ethoxy-substituted metallophthalocyanines

Hilal ZENGİN, Hacer Yasemin YENİLMEZ, Ayfer Kalkan BURAT, Zehra Altuntaş BAYIR

Microwave-assisted synthesis and characterization of Co(II) phthalocyanine and investigation of its catalytic activity on 4-nitrophenol oxidation

Ece Tuğba SAKA, Zekeriya BIYIKLIOĞLU, Halit KANTEKİN

Synthesis and spectral and thermal characterization of new metal-free and metallophthalocyanines: investigation of their photophysical, photochemical, and thin film properties

Elif Çelenk KAYA, Mahmut DURMUŞ, Ekrem YANMAZ, Halit KANTEKİN

Boron-containing tetrapyrroles

Şennur ÖZÇELİK, Ahmet GÜL