New olefinic centred binuclear clamshell type phthalocyanines Design synthesis structural characterisation the stability and the change in the electron cloud at olefine based symmetrical diphthalonitrile fragment by the combined application of UV Vis electronic structure and theoretical methods
Yazarlar (4)
Ismail Deǧirmencioǧlu
Karadeniz Technical University, Türkiye
Prof. Dr. Rıza BAYRAK Sinop Üniversitesi, Türkiye
Öğr. Gör. Mustafa Er Karabük Üniversitesi, Türkiye
Prof. Dr. Kerim Serbest Recep Tayyip Erdogan University, Türkiye
Makale Türü Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı Polyhedron (Q2)
Dergi ISSN 0277-5387 Dergi Bilgileri (2011)
Dergi Tarandığı Indeksler SCI
Makale Dili İngilizce Basım Tarihi 05-2011
Cilt / Sayı / Sayfa 30 / 9 / 1628–1636 DOI 10.1016/j.poly.2011.03.039
Makale Linki http://linkinghub.elsevier.com/retrieve/pii/S0277538711002026
UAK Araştırma Alanları
Anorganik Kimya
Özet
The olefinic centred Schiff base (3) was obtained from the condensation of substituted dialdehyde (1) with 2-amino-4-methylphenol (2) in a 1:2 ratio. The diphthalonitrile derivative (5) was prepared by the reaction of 4-nitrophthalonitrile (4) and compound (3) in dry dimethylformamide/potassium carbonate. The key product (5) was obtained by nucleophilic substitution of an activated nitro group into an aromatic ring. The cyclotetramerization of compound (5) with phthalonitrile (6) in 1:6.15 ratio gave the expected metal-free phthalocyanine of clamshell type (7), and with metal salts of Zn(II), Ni(II), Co(II) and Cu(II) gave metallophthalocyanines of clamshell types (8-11), respectively in dimethylaminoethanol/1,8-diazabycyclo[5.4.0]undec-7-ene system. The products were purified by several techniques such as crystallization and preparative thin layer chromatography. The newly prepared compounds were characterised by a combination of elemental analyses, IR, 1H/ 13C NMR, MS and UV-Vis spectroscopy. © 2011 Elsevier Ltd. All rights reserved.
Anahtar Kelimeler
Binuclear | Clamshell | Metallophthalocyanine | Olefinic centred | Phthalocyanine | Schiff's base