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1.
New 3,3‐diphenylpropoxyphthalonitrile (5) was obtained from 3,3‐diphenylpropanol (3) and 4‐nitrophthalonitrile (4) with K2CO3 in DMF at 50 °C. The novel cobalt(II) phthalocyanine complexes, tetrakis‐[2‐(1,4‐dioxa‐8‐azaspiro[4.5]dec‐8‐yl)ethoxy] phthalocyaninato cobalt(II) (2) and tetrakis‐(3,3‐diphenylpropoxy)phthalocyaninato cobalt(II) (6) were prepared by the reaction of the phthalonitrile derivatives 1 and 5 with CoCl2 by microwave irradiation in 2‐(dimethylamino)ethanol for at 175 °C, 350 W for 7 and 10 min, respectively. These new cobalt(II)phthalocyanine complexes were characterized by spectroscopic methods (IR, UV–visible and mass spectroscopy) as well as elemental analysis. Complexes 2 and 6 are employed as catalyst for the oxidation of cyclohexene using tert‐butyl hydroperoxide (TBHP), m‐chloroperoxybenzoic acid (m‐CPBA), aerobic oxygen and hydrogen peroxide (H2O2) as oxidant. It is observed that both complexes can selectively oxidize cyclohexene to give 2‐cyclohexene‐1‐ol as major product, and 2‐cyclohexen‐1‐one and cyclohexene oxide as minor products. TBHP was found to be the best oxidant since minimal destruction of the catalyst, higher selectivity and conversion were observed in the products. Copyright © 2012 John Wiley & Sons, Ltd. 相似文献
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Yasemin ?a?lar Nurhan Gümrük?üo?lu Ece Tu?ba Saka Mira? Ocak Halit Kantekin ümmühan Ocak 《Journal of inclusion phenomena and macrocyclic chemistry》2012,72(3-4):443-447
A tetra-substituted phthalocyanine based on 4-[2-(4-nitrophenoxy)ethoxy]phthalonitrile carrying nitrophenyl group for the sensing of Zn2+ has been prepared and characterized by elemental analysis, FT-IR, 1H and 13C NMR, and MS spectral data. The sensing of Zn2+ is based on the fluorescence quenching of Pc. Both absorbance and fluorescence spectra of ZnPc exhibit distinct changes in visible region in response to treatment with Zn2+ ion in dimethyl sulfoxide. The fluorescence spectrum of the ligand showed quenching in the intensity of the signal at 688?nm for Zn2+. The complex composition of ZnPc was found 1:1 by means of spectrophotometric and spectrofluorimetric titration data. The spectrofluorimetric method showed good sensitivity for Zn2+ with linear range and detection limit of 4.0?×?10?6–4.4?×?10?5 and 2.4×10?7?M, respectively. 相似文献
4.
Ümmühan Ocak Miraç Ocak Aysel Başoğlu Semanur Parlayan Dilek Başaran Hakan Alp Halit Kantekin 《Polyhedron》2010
A series of crown ethers carrying an anthracene group with nitrogen–sulfur donor atom, which differ in having three, four and five sulfur atoms in the macrocycle was designed and synthesized by the reaction of the corresponding macrocyclic compound and 9-chloromethyl-anthracene. The influence of metal cations such as Al3+, Zn2+, Fe2+, Fe3+, Co2+, Ni2+, Mn2+, Cu2+, Cd2+, Hg2+ and Pb2+ on the spectroscopic properties of the ligands was investigated in acetonitrile–dichloromethane (1:1) by means of absorption and emission spectrometry. Absorption spectra show isosbestic points in the spectrophotometric titration of Al3+, Zn2+, Fe2+, Fe3+, Cu2+, Hg2+ and Pb2+ the results of which disclosed the complexation compositions and complex stability constants of the novel ligands with these cations. The monoazapentathia crown ether showed sensitivity for Al3+ with linear range and detection limit of 2.6 × 10−6 M–2.6 × 10−5 M and 8.1 × 10−7 M, respectively. 相似文献
5.
Gülsev Dilber Mahmut Durmuş Halit Kantekin Volkan Çakır 《Journal of organometallic chemistry》2011,696(15-16):2805-2814
The synthesis and characterization of peripherally tetra-biphenyl-4-yl-methoxy substituted metal-free (4), Ni(II) (5), Cu(II) (6), Zn(II) (7), Co(II) (8) and Pb(II) (9) phthalocyanine derivatives are reported. These new phthalocyanine derivatives show the enhanced solubility in organic solvents and they have been characterized by a combination of IR, 1H NMR, 13C NMR, UV–vis, mass spectral data, elemental analysis and thermal analysis methods (TG/DTA). The photophysical (fluorescence quantum yield and lifetime) and photochemical (singlet oxygen generation and photodegradation quantum yield) properties of tetra-biphenyl-4-yl-methoxy substituted zinc (II) phthalocyanine derivative (7) are also investigated. The fluorescence of this phthalocyanine derivative (7) is effectively quenched by addition of 1,4-benzoquinone (BQ). 相似文献
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A new (E,E)-dioxime, (6Z,7Z)-15,16-dihydro-14H-dibenzo[b,h][1,10,4, 7]dithiadiazacyclotride-cine-6,7(5H,8H)-dionedioxime (H
2
L) has been synthesized by reacting cyanogen-di-N-oxide (2) with 2,2′-[propane-1,3-diylbis(thio)]dianiline (1). Mononuclear complexes (4) and (5) of this ligand have been synthesized by reacting the vic-dioxime (H2L) with NiCl2 · 6H2O and CoCl2 · 6H2O, respectively. The BF
2
+
capped Ni(II) and Co(III) complexes (6) and (7) of the dioxime have been synthesized from (4) and (5). The new compounds were characterized by a combination of elemental analysis, 1H- and 13C-n.m.r, i.r. and m.s. spectral data. 相似文献
7.
Olcay Bekircan Zekeriya Bıyıklıoğlu Irfan Acar Hakan Bektas Halit Kantekin 《Journal of organometallic chemistry》2008,693(21-22):3425-3429
The synthesis of metallophthalocyanines [6–9; M = Ni(II), Zn(II), Co(II) and Cu(II)] with four 1,2,4-triazole units obtained from 4-{(4-chloro-2-fluorobenzyl)[3-(4-chlorophenyl)-5-(4-methylphenyl)-4H-1,2,4-triazol-4-yl]amino}phthalonitrile (5) in the presence of dimethylaminoethanol and the corresponding anhydrous metal salts is described. The thermal stabilities of the Pc compounds were determined by thermogravimetric analysis. The new compounds were characterized by a combination of IR, 1H NMR, 13C NMR, UV–Vis, elemental analysis. 相似文献
8.
5,6‐bis(4‐methylphenyl)‐2,3‐dihydro‐1,2,3,4‐tetrazine 2 was synthesized by the dimerization of ethyl p‐methylbenzoateformylhydrazone 1 in hydrazinehydrate solution. 2,3‐bis(4‐methylphenyl)‐6,7,14,15‐tetrahydro[1,2,3,4]tetrazino [2,3d][1,8, 4,5]benzodithia‐diazecine‐10,11‐dicarbonitrile 4 was sythesized by cyclization reaction of tetrazine monomer 2 onto 1,2‐bis‐(2‐iodoethylmercapto)‐4,5‐dicyanobenzene 3 . Co(II) and Cu(II) phthalocyanine complexes were prepared by reaction of the dinitrile compound ( 4 ) with the chlorides of Co(II), Cu(II), and DMAE at 175°C, 350 W in a microwave oven for 10 min. Zn(II)‐phthalocyanine complex was prepared by reaction of the dinitrile compound 4 with the acetate of Zn(II) and DMAE at 175°C, 350 W in a microwave oven for 10 min. The new compounds were characterized by a combination of IR, 1H‐NMR, 13C NMR, UV‐vis, elemental analysis, and MS spectral data. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:456–461, 2010; View this article online at wileyonlinelibrary.com . DOI 10.1002/hc.20623 相似文献
9.
Volkan Çakır Dilek Çakır Zekeriya Bıyıklıoğlu Halit Kantekin 《Journal of inclusion phenomena and macrocyclic chemistry》2014,78(1-4):61-70
In this study, a new phthalonitrile derivative 3 bearing 1,3-bis[3(dimethylamino)phenoxy]propan-2-ol 1, metal-free phthalocyanine (Pc) 4, metallophthalocyanines (MPcs) 5–7 and their quaternized derivatives 4a–7a were synthesized. Metal-free Pc 4 was prepared by cyclotetramerization of phthalonitrile derivate 3 and MPcs 5–7 were synthesized by heating 3 with NiCl2, CoCl2 and CuCl2 in n-pentanol in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene, respectively. Quaternization of the dimethylamino functionality produced quaternized octacationic water soluble metal-free, Ni, Co and Cu Pcs which were soluble in water, DMF, DMSO. The aggregation behaviour of these compounds were investigated in different concentrations of chloroform for metal-free, Ni, Co and Cu Pcs. The effect of solvents on absorption spectra were studied in various organic solvents. The novel compounds were characterized using IR, 1H-, 13C NMR, UV–vis and MS spectral data. 相似文献
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Halit Kantekin Ümmühan Ocak Yaşar Gök 《Journal of inclusion phenomena and macrocyclic chemistry》2002,43(3-4):175-178
A new (E, E)-dioxime cobalt(III) complex [Co(HL)2pyCl]containing four 23-membered macrocyclic ionophores has beenprepared. The cobalt(III) complex [Co(LBF2)2pyCl]bridged with BF2
+ was prepared using the precursorcobalt(III) complex and boron trifluoride ethyl ethercomplex. The solvent extraction of heavy metal cationssuch as Ni2+, Cu2+, Zn2+, Hg2+ and Pb2+ by the BF2
+-capped cobalt(III) complex has been investigated. The structure of the complexes is proposedaccording to elemental analyses, 1H and 13C-NMR, IRand mass spectral data. 相似文献