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Salisilik asit türevleri ile 2-aminobenzotiyazol türevlerinin karışık ligandlı Cu(II) komplekslerinin sentezi ve karakterizasyonu

Yıl 2017, Cilt: 23 Sayı: 7, 899 - 907, 27.12.2017

Öz

Bu çalışmada,
salisilik asit türevleri [salisilik asit (H2sal) veya
asetilsalisilik asit (Hasal)] ile 2-aminobenzotiyazol türevlerinin [2-aminobenzotiyazol (abt) veya 2-amino-6-klorobenzotiyazol (Clabt) veya
2-amino-6-metilbenzotiyazol (Meabt)] karışık ligandlı
Cu(II)
geçiş metal kompleksleri sentezlenmiştir. Amorf halde elde edilen geçiş metal
komplekslerinin yapıları elementel analiz,
ICP-OES, FT-IR, UV-Vis, termal analiz, manyetik
duyarlılık ve molar iletkenlik sonuçları dikkate alınarak önerilmiştir.

Kaynakça

  • Telzhenskaya PN, Shvarts EM. “Complexes of salylic acid and its derivatives”. Koordinatsionnaya Khimiya, 3(9), 1279-1295, 1977.
  • Anjaneyulu Y, Swamy RY, Rao RP. “Characterisation and antimicrobial activity studies of the mixed ligand complexes of Cu(ll) with 8-hydroxyquinoline and salylic acidst”. Proceedings of the Indian Academy of Sciences (Chemical Sciences), 93(2), 131-138, 1984.
  • Melnik M, Macaskova L, Mrozinski J. “Copper(II) carboxylates and their 3-pyridylcarbinol adducts”. Polyhedron, 7(18), 1745-1749, 1988.
  • Lemoine P, Viossat B, Morgant G, Greenaway FT, Tomas A, Dungc NH, Sorenson JRJ. “Synthesis, crystal structure, EPR properties, and anti-convulsant activities of binuclear and mononuclear 1,10-phenanthroline and salylate ternary copper(II) complexes”. Journal of Inorganic Biochemistry, 89(1-2), 18-28, 2002.
  • Zhu LG, Kitagawa S. “The dimeric and two-dimensional copper(II) complexes constructed from salylic acid and 4,4’-bipyridine”. Inorganic Chemistry Communications, 6(8), 1051–1055, 2003.
  • Devereux M, O’Shea D, O’Connor M, Grehan H, Connor G, McCann M, Rosair G, Lyng F, Kellett A, Walsh M, Egan D, Thati B. “Synthesis, catalase, superoxide dismutase and antitumour activities of copper(II) carboxylate complexes incorporating benzimidazole, 1,10-phenanthroline and bipyridine ligands: X-ray crystal structures of [Cu(BZA)2(bipy)(H2O)], [Cu(SalH)2(BZDH)2] and [Cu(CH3COO)2(5,6-DMBZDH)2] (SalH2 = salylic acid; BZAH = benzoic acid; BZDH = benzimidazole and 5,6-DMBZDH = 5,6-dimethylbenzimidazole)”. Polyhedron, 26(15), 4073-4084, 2007.
  • Suksrichavalit T, Prachayasittikul S, Piacham T, Ayudhya CIN, Nantasenamat C, Prachayasittikul V. “Copper complexes of nicotinic-aromatic carboxylic acids as superoxide dismutase mimetics”. Molecules, 13(12), 3040-3056, 2008.
  • Abuhijleh AL. “Mononuclear copper (II) salylate complexes with 1,2-dimethylimidazole and 2-methylimidazole: Synthesis, spectroscopic and crystal structure characterization and their superoxide scavenging activities”. Journal of Molecular Structure, 980(1-3), 201-207, 2010.
  • Abuhijleh AL. “Mononuclear copper(II) aspirinate or salylate complexes with methylimidazoles as biomimetic catalysts for oxidative dealkylation of a hindered phenol, oxidation of catechol and their superoxide scavenging activities”. Inorganic Chemistry Communications, 14(5), 759-762, 2011.
  • Kucková L, Jomová K, Švorcová A, Valko M, Segľa P, Moncol J, Kožíšek J. “Synthesis, crystal structure, spectroscopic properties and potential biological activities of salylate neocuproine ternary copper(II) complexes”. Molecules, 20(2), 2115-2137, 2015.
  • Rojas D, Araujo ML, Martínez JD, del Carpio FBE, Reina K, Landaeta VR, Hernández L, Lubes V. “Copper(II) interactions with nonsteroidal antiinflammatory agents. I. Salylic acid and acetylsalylic acid”. Journal of Molecular Liquids, 220, 238-242, 2016.
  • Awad SH. “Synthesis and characterization of some mixed–ligand complexes containing salylic acid and pyridine with some metal ions”. Journal of Al-Nahrain University, 15(3), 23-29, 2012.
  • Abuhijleh AL. “Synthesis and characterization of mononuclear copper(II) aspirinate adducts with imidazole and its methyl derivatives”. Polyhedron, 8(23), 2777-83, 1989.
  • Bhirud RG, Srivastava TS. “Superoxide dismutase activity of tetrakis(aspirinato)dicopper(II) and its adducts with nitrogen and oxygen donors”. Inorganica Chimica Acta, 173(1), 121-5, 1990.
  • Abuhijleh AL, Woods C. “Mononuclear copper (II) salylate imidazole complexes derived from copper (II) aspirinate. Crystallographic determination of three copper geometries in a unit cell”. Inorganic Chemistry Communications, 4(3), 119-123, 2001.
  • Abuhijleh AL, Woods C, Bogas E, Le Guenniou G. “Synthesis, characterization and catecholase-mimetic activity of mononuclear copper(II) aspirinate complexes”. Inorganica Chimica Acta, 195(1), 67-71, 1992.
  • Köse DA, Icbudak H, Necefoglu H. “Synthesis and characterization of the nicotinamide-acetylsalylato complexes of Co(II), Ni(II), Cu(II), and Zn(II)”. Hacettepe Journal of Biology and Chemistry, 35(2), 123-128, 2007.
  • Köse DA, Necefoglu H, Icbudak H. “Synthesis and characterization of N,N-diethyl nicotinamide-acetylsalylato complexes of Co(II), Ni(II), Cu(II), and Zn(II)”. Journal of Coordination Chemistry, 61(21), 3508-3515, 2008.
  • Kose DA, Necefoglu H, Sahin O, Buyukgungor O. “Synthesis, spectral, thermal and structural study of monoaquabis(acetylsalylato-κO)bis(nicotin amide-κN)copper(II)”. Journal of Chemical Crystallography, 41(3), 297-305, 2011.
  • Brumas V, Brumas B, Berthon G. “Copper(II) interactions with nonsteroidal antiinflammatory agents. I. Salylic acid and acetylsalylic acid”. Journal of lnorganic Biochemistry, 57(3), 191-207, 1995.
  • Palanisami N, Prabusankar G, Murugavel R. “A novel dimeric copper salylate with an undissociated COOH group: Synthesis and crystal structure of [Cu2(HSal)(Sal)(2,2′-bpy)2](ClO4)”. Inorganic Chemistry Communications, 9(10), 1002-1006, 2006.
  • Lawal A, Obaleye JA. “Synthesis, characterization and antibacterial activity of aspirin and paracetamolmetal complexes”. Biokemistri, 19(1), 9-15, 2007.
  • Yiase SG, Adejo SO, Gbertyo JA, Edeh J. “Synthesis, characterization and antimicrobial studies of salylic acid complexes of some transition metals”. IOSR Journal of Applied Chemistry (IOSR-JAC), 7(4), 04-10, 2014.
  • Ogilvie WW, Yoakim C, Dô F, Haché L, Lagacé L, Naud JA, O’meara JA, Déziel R. “Synthesis, antiviral activity of monobactams inhibiting the human cytomegalovirus protease”. Bioorganic & Medicinal Chemistry, 7(8), 1521-1531, 1999.
  • Wang M, Gao M, Mock BH, Miller KD, Sledge, GW, Hutchins GD, Zheng QH. “Synthesis of carbon-11 labeled fluorinated 2-arylbenzothiazoles as novel potential PET cancer imaging agents”. Bioorganic & Medicinal Chemistry, 14(24), 8599-860, 2006.
  • Gu HB, Wang L, Zhao CQ, Gong Y, Chen WY. “Synthesis, crystal structure, antimicrobial activity of a ternary copper(II) complex with p-formylphenoxyacetic acid, 2-aminobenzothiazole”. Wuji Huaxue Xuebao, 25(8), 1464-1469, 2009.
  • Venkatesh P, Pandeya SN. “Synthesis, characterisation, anti-inflammatory activity of some 2-amino benzothiazole derivatives”. International Journal of PharmTech Research, 1(4), 1354-1358, 2009.
  • Basavaraja KM, Somasekhar B, Shivakumar B. “Synthesis of 2-[(1-phenyl)(aryl)azo]methyleneimino-6 chloro/fluoro benzothiazoles, their antibacterial activity”. International Journal of PharmTech Research, 2(2), 1139-1143, 2010.
  • Himaja M, Munirajasekhar D, Mali SV. “Synthesis, anthelmintic activity of 2-amino-6-substituted benzothiazoles”. International Research Journal of Pharmacy, 2(1), 114-117, 2011.
  • İlkimen H. “2-Aminobenzotiyazol Türevlerinin 2,6-Pridindikarboksilik Asit ile Tuzlarının Hazırlanması, Bunların Geçiş Metal Komplekslerinin Sentezlenmesi, Yapılarının Aydınlatılması ve Kullanım Alanlarının Araştırılması”. Doktora Tezi, Dumlupınar Üniversitesi, Kütahya, Türkiye, 2013.
  • Aly AAM, El-Meligy MS, Zidan AS, El-Shabasy M. “Thiazoles as complexing agents towards transition metal haloacetates: spectral, magnetic and thermal properties”. Anales de Quimica, 86(1), 19–23, 1990.
  • Maurya RC, Mishra DD. “Synthesis and physico-chemical studies of some mixed-ligand cyanonitrosyl {CrNO}5 hetero complexes of chromium(I) involving benzothiozole and related ligands”. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry, 20(7), 865-874, 1990.
  • Ibrahim AMA, Etaiw SEDH. “Paramagnetic charge transfer complexes: new molecular composites via intercalation of thiazole and benzothiazole derivatives within the cavities of the 3D host polymers [(Me3E)3Fe(CN)6]1: E=Sn or Pb”. Polyhedron, 16(10), 1585-1594, 1997.
  • Sieron L, Bukowska-Strzyzewska M. “cis-Bis(2-amino-1,3-benzothiazole-N3)bis(formato-O,O’)copper(II)”. Acta Crystallographica Section C, C55(2), 167-169, 1999.
  • Sieron L, “Bukowska-Strzyzewska M. Bis(µ-succinato-O,O’:O’’,O’’’)bis[bis(2-amino-1,3-benzothiazole-N3)copper(II)]”. Acta Crystallographica Section C, 56(1), 19-21, 2000.
  • Maurya RC, Sharma P, Roy S. “Synthesis and characterization of some mixed-ligand picrate complexes of nickel(II) involving heterocyclic nitrogen donors”. Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 33(4), 683–698, 2003.
  • Chen Q, Yang EC, Zhang RW, Wang XG, Zhao XJ. “Synthesis, structure and fluorescent properties of CdII, ZnII and NiII complexes with 2-amino-6-methylbenzothiazole and 5-nitroisophthalate as ligands”. Journal of Coordination Chemistry, 61(12), 1951, 2008.
  • Gu HB, Long L, Li PP, Wang L, Chen WY. “Synthesis, crystal structure and antimicrobial activity of a new ternary copper(II) complex with pchlorophenoxyacetic acid and 2-amino benzothiazole”. Chinese Journal of Structural Chemistry, 29(5), 676-681, 2010.
  • Mathur N. “Studies of solute-solvent interactions and applications of green and blue complexes of copper (II) palmitate with 2-aminobenzothiazoles”. Journal of Current Chemical & Pharmaceutical Sciences, 1(1), 37-51, 2011.
  • Wang N, Lin QY, Feng J, Li SK, Zhao JJ. “Bis(2-amino-3H-benzothiazolium)bis(7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylato)cobaltate(II) hexahydrate”. Acta Crystallographica Section E, 66(7), m763-m764, 2010.
  • Sun XT, Wang XG, Zhao XJ. “Bis(2-amino-6-methyl-1,3-benzothiazole-κN3)bis (4-nitrobenzoato-κO1)zinc”. Acta Crystallographica Section E, 67(7), m933-m933, 2011.
  • Deacon GB, Phillips RJ. “Relationships between the carbon-oxygen stretching frequencies of carboxylato complexes and the type of carboxylate coordination”. Coordination Chemistry Reviews, 33(3), 227-250, 1980.
  • Nakamoto K. “Infrared and Raman Spectra of Inorganic and Coordination Compounds”. 5th ed. NewYork, USA, Wiley-Interscience, 1997.
  • Geary WJ. “The use of conductivity measurements in organic solvents for the characterisation of coordination compounds”. Coordination Chemistry Reviews, 7(1), 81-122, 1971.

Synthesis and characterization of mixed ligand Cu(II) complexes of salicylic acid derivatives with 2-aminobenzotiyazol derivatives

Yıl 2017, Cilt: 23 Sayı: 7, 899 - 907, 27.12.2017

Öz

In this
study, mixed ligand
transition
metal complexes of Cu(
II)
have been prepared between salicylic acid derivatives [salicylic acid (H2sal) or acetylsalicylic acid (Hasal)] and 2-aminobenzothiazole derivatives
[2-aminobenzothiazole (abt) or 2-amino-6-chlorobenzothiazole (Clabt) or
2-amino-6-methylbenzothiazole (Meabt)]. The structures of amorphous metal
complexes have been proposed by evaluating the data obtained from elemental
analysis, ICP-OES, FT-IR, UV-Vis, thermal analysis, magnetic susceptibility and
molar conductivity studies.

Kaynakça

  • Telzhenskaya PN, Shvarts EM. “Complexes of salylic acid and its derivatives”. Koordinatsionnaya Khimiya, 3(9), 1279-1295, 1977.
  • Anjaneyulu Y, Swamy RY, Rao RP. “Characterisation and antimicrobial activity studies of the mixed ligand complexes of Cu(ll) with 8-hydroxyquinoline and salylic acidst”. Proceedings of the Indian Academy of Sciences (Chemical Sciences), 93(2), 131-138, 1984.
  • Melnik M, Macaskova L, Mrozinski J. “Copper(II) carboxylates and their 3-pyridylcarbinol adducts”. Polyhedron, 7(18), 1745-1749, 1988.
  • Lemoine P, Viossat B, Morgant G, Greenaway FT, Tomas A, Dungc NH, Sorenson JRJ. “Synthesis, crystal structure, EPR properties, and anti-convulsant activities of binuclear and mononuclear 1,10-phenanthroline and salylate ternary copper(II) complexes”. Journal of Inorganic Biochemistry, 89(1-2), 18-28, 2002.
  • Zhu LG, Kitagawa S. “The dimeric and two-dimensional copper(II) complexes constructed from salylic acid and 4,4’-bipyridine”. Inorganic Chemistry Communications, 6(8), 1051–1055, 2003.
  • Devereux M, O’Shea D, O’Connor M, Grehan H, Connor G, McCann M, Rosair G, Lyng F, Kellett A, Walsh M, Egan D, Thati B. “Synthesis, catalase, superoxide dismutase and antitumour activities of copper(II) carboxylate complexes incorporating benzimidazole, 1,10-phenanthroline and bipyridine ligands: X-ray crystal structures of [Cu(BZA)2(bipy)(H2O)], [Cu(SalH)2(BZDH)2] and [Cu(CH3COO)2(5,6-DMBZDH)2] (SalH2 = salylic acid; BZAH = benzoic acid; BZDH = benzimidazole and 5,6-DMBZDH = 5,6-dimethylbenzimidazole)”. Polyhedron, 26(15), 4073-4084, 2007.
  • Suksrichavalit T, Prachayasittikul S, Piacham T, Ayudhya CIN, Nantasenamat C, Prachayasittikul V. “Copper complexes of nicotinic-aromatic carboxylic acids as superoxide dismutase mimetics”. Molecules, 13(12), 3040-3056, 2008.
  • Abuhijleh AL. “Mononuclear copper (II) salylate complexes with 1,2-dimethylimidazole and 2-methylimidazole: Synthesis, spectroscopic and crystal structure characterization and their superoxide scavenging activities”. Journal of Molecular Structure, 980(1-3), 201-207, 2010.
  • Abuhijleh AL. “Mononuclear copper(II) aspirinate or salylate complexes with methylimidazoles as biomimetic catalysts for oxidative dealkylation of a hindered phenol, oxidation of catechol and their superoxide scavenging activities”. Inorganic Chemistry Communications, 14(5), 759-762, 2011.
  • Kucková L, Jomová K, Švorcová A, Valko M, Segľa P, Moncol J, Kožíšek J. “Synthesis, crystal structure, spectroscopic properties and potential biological activities of salylate neocuproine ternary copper(II) complexes”. Molecules, 20(2), 2115-2137, 2015.
  • Rojas D, Araujo ML, Martínez JD, del Carpio FBE, Reina K, Landaeta VR, Hernández L, Lubes V. “Copper(II) interactions with nonsteroidal antiinflammatory agents. I. Salylic acid and acetylsalylic acid”. Journal of Molecular Liquids, 220, 238-242, 2016.
  • Awad SH. “Synthesis and characterization of some mixed–ligand complexes containing salylic acid and pyridine with some metal ions”. Journal of Al-Nahrain University, 15(3), 23-29, 2012.
  • Abuhijleh AL. “Synthesis and characterization of mononuclear copper(II) aspirinate adducts with imidazole and its methyl derivatives”. Polyhedron, 8(23), 2777-83, 1989.
  • Bhirud RG, Srivastava TS. “Superoxide dismutase activity of tetrakis(aspirinato)dicopper(II) and its adducts with nitrogen and oxygen donors”. Inorganica Chimica Acta, 173(1), 121-5, 1990.
  • Abuhijleh AL, Woods C. “Mononuclear copper (II) salylate imidazole complexes derived from copper (II) aspirinate. Crystallographic determination of three copper geometries in a unit cell”. Inorganic Chemistry Communications, 4(3), 119-123, 2001.
  • Abuhijleh AL, Woods C, Bogas E, Le Guenniou G. “Synthesis, characterization and catecholase-mimetic activity of mononuclear copper(II) aspirinate complexes”. Inorganica Chimica Acta, 195(1), 67-71, 1992.
  • Köse DA, Icbudak H, Necefoglu H. “Synthesis and characterization of the nicotinamide-acetylsalylato complexes of Co(II), Ni(II), Cu(II), and Zn(II)”. Hacettepe Journal of Biology and Chemistry, 35(2), 123-128, 2007.
  • Köse DA, Necefoglu H, Icbudak H. “Synthesis and characterization of N,N-diethyl nicotinamide-acetylsalylato complexes of Co(II), Ni(II), Cu(II), and Zn(II)”. Journal of Coordination Chemistry, 61(21), 3508-3515, 2008.
  • Kose DA, Necefoglu H, Sahin O, Buyukgungor O. “Synthesis, spectral, thermal and structural study of monoaquabis(acetylsalylato-κO)bis(nicotin amide-κN)copper(II)”. Journal of Chemical Crystallography, 41(3), 297-305, 2011.
  • Brumas V, Brumas B, Berthon G. “Copper(II) interactions with nonsteroidal antiinflammatory agents. I. Salylic acid and acetylsalylic acid”. Journal of lnorganic Biochemistry, 57(3), 191-207, 1995.
  • Palanisami N, Prabusankar G, Murugavel R. “A novel dimeric copper salylate with an undissociated COOH group: Synthesis and crystal structure of [Cu2(HSal)(Sal)(2,2′-bpy)2](ClO4)”. Inorganic Chemistry Communications, 9(10), 1002-1006, 2006.
  • Lawal A, Obaleye JA. “Synthesis, characterization and antibacterial activity of aspirin and paracetamolmetal complexes”. Biokemistri, 19(1), 9-15, 2007.
  • Yiase SG, Adejo SO, Gbertyo JA, Edeh J. “Synthesis, characterization and antimicrobial studies of salylic acid complexes of some transition metals”. IOSR Journal of Applied Chemistry (IOSR-JAC), 7(4), 04-10, 2014.
  • Ogilvie WW, Yoakim C, Dô F, Haché L, Lagacé L, Naud JA, O’meara JA, Déziel R. “Synthesis, antiviral activity of monobactams inhibiting the human cytomegalovirus protease”. Bioorganic & Medicinal Chemistry, 7(8), 1521-1531, 1999.
  • Wang M, Gao M, Mock BH, Miller KD, Sledge, GW, Hutchins GD, Zheng QH. “Synthesis of carbon-11 labeled fluorinated 2-arylbenzothiazoles as novel potential PET cancer imaging agents”. Bioorganic & Medicinal Chemistry, 14(24), 8599-860, 2006.
  • Gu HB, Wang L, Zhao CQ, Gong Y, Chen WY. “Synthesis, crystal structure, antimicrobial activity of a ternary copper(II) complex with p-formylphenoxyacetic acid, 2-aminobenzothiazole”. Wuji Huaxue Xuebao, 25(8), 1464-1469, 2009.
  • Venkatesh P, Pandeya SN. “Synthesis, characterisation, anti-inflammatory activity of some 2-amino benzothiazole derivatives”. International Journal of PharmTech Research, 1(4), 1354-1358, 2009.
  • Basavaraja KM, Somasekhar B, Shivakumar B. “Synthesis of 2-[(1-phenyl)(aryl)azo]methyleneimino-6 chloro/fluoro benzothiazoles, their antibacterial activity”. International Journal of PharmTech Research, 2(2), 1139-1143, 2010.
  • Himaja M, Munirajasekhar D, Mali SV. “Synthesis, anthelmintic activity of 2-amino-6-substituted benzothiazoles”. International Research Journal of Pharmacy, 2(1), 114-117, 2011.
  • İlkimen H. “2-Aminobenzotiyazol Türevlerinin 2,6-Pridindikarboksilik Asit ile Tuzlarının Hazırlanması, Bunların Geçiş Metal Komplekslerinin Sentezlenmesi, Yapılarının Aydınlatılması ve Kullanım Alanlarının Araştırılması”. Doktora Tezi, Dumlupınar Üniversitesi, Kütahya, Türkiye, 2013.
  • Aly AAM, El-Meligy MS, Zidan AS, El-Shabasy M. “Thiazoles as complexing agents towards transition metal haloacetates: spectral, magnetic and thermal properties”. Anales de Quimica, 86(1), 19–23, 1990.
  • Maurya RC, Mishra DD. “Synthesis and physico-chemical studies of some mixed-ligand cyanonitrosyl {CrNO}5 hetero complexes of chromium(I) involving benzothiozole and related ligands”. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry, 20(7), 865-874, 1990.
  • Ibrahim AMA, Etaiw SEDH. “Paramagnetic charge transfer complexes: new molecular composites via intercalation of thiazole and benzothiazole derivatives within the cavities of the 3D host polymers [(Me3E)3Fe(CN)6]1: E=Sn or Pb”. Polyhedron, 16(10), 1585-1594, 1997.
  • Sieron L, Bukowska-Strzyzewska M. “cis-Bis(2-amino-1,3-benzothiazole-N3)bis(formato-O,O’)copper(II)”. Acta Crystallographica Section C, C55(2), 167-169, 1999.
  • Sieron L, “Bukowska-Strzyzewska M. Bis(µ-succinato-O,O’:O’’,O’’’)bis[bis(2-amino-1,3-benzothiazole-N3)copper(II)]”. Acta Crystallographica Section C, 56(1), 19-21, 2000.
  • Maurya RC, Sharma P, Roy S. “Synthesis and characterization of some mixed-ligand picrate complexes of nickel(II) involving heterocyclic nitrogen donors”. Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 33(4), 683–698, 2003.
  • Chen Q, Yang EC, Zhang RW, Wang XG, Zhao XJ. “Synthesis, structure and fluorescent properties of CdII, ZnII and NiII complexes with 2-amino-6-methylbenzothiazole and 5-nitroisophthalate as ligands”. Journal of Coordination Chemistry, 61(12), 1951, 2008.
  • Gu HB, Long L, Li PP, Wang L, Chen WY. “Synthesis, crystal structure and antimicrobial activity of a new ternary copper(II) complex with pchlorophenoxyacetic acid and 2-amino benzothiazole”. Chinese Journal of Structural Chemistry, 29(5), 676-681, 2010.
  • Mathur N. “Studies of solute-solvent interactions and applications of green and blue complexes of copper (II) palmitate with 2-aminobenzothiazoles”. Journal of Current Chemical & Pharmaceutical Sciences, 1(1), 37-51, 2011.
  • Wang N, Lin QY, Feng J, Li SK, Zhao JJ. “Bis(2-amino-3H-benzothiazolium)bis(7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylato)cobaltate(II) hexahydrate”. Acta Crystallographica Section E, 66(7), m763-m764, 2010.
  • Sun XT, Wang XG, Zhao XJ. “Bis(2-amino-6-methyl-1,3-benzothiazole-κN3)bis (4-nitrobenzoato-κO1)zinc”. Acta Crystallographica Section E, 67(7), m933-m933, 2011.
  • Deacon GB, Phillips RJ. “Relationships between the carbon-oxygen stretching frequencies of carboxylato complexes and the type of carboxylate coordination”. Coordination Chemistry Reviews, 33(3), 227-250, 1980.
  • Nakamoto K. “Infrared and Raman Spectra of Inorganic and Coordination Compounds”. 5th ed. NewYork, USA, Wiley-Interscience, 1997.
  • Geary WJ. “The use of conductivity measurements in organic solvents for the characterisation of coordination compounds”. Coordination Chemistry Reviews, 7(1), 81-122, 1971.
Toplam 44 adet kaynakça vardır.

Ayrıntılar

Konular Mühendislik
Bölüm Makale
Yazarlar

Halil İlkimen 0000-0003-1747-159X

Cengiz Yenikaya 0000-0002-5867-9146

Yayımlanma Tarihi 27 Aralık 2017
Yayımlandığı Sayı Yıl 2017 Cilt: 23 Sayı: 7

Kaynak Göster

APA İlkimen, H., & Yenikaya, C. (2017). Salisilik asit türevleri ile 2-aminobenzotiyazol türevlerinin karışık ligandlı Cu(II) komplekslerinin sentezi ve karakterizasyonu. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi, 23(7), 899-907.
AMA İlkimen H, Yenikaya C. Salisilik asit türevleri ile 2-aminobenzotiyazol türevlerinin karışık ligandlı Cu(II) komplekslerinin sentezi ve karakterizasyonu. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi. Aralık 2017;23(7):899-907.
Chicago İlkimen, Halil, ve Cengiz Yenikaya. “Salisilik Asit türevleri Ile 2-Aminobenzotiyazol türevlerinin karışık Ligandlı Cu(II) Komplekslerinin Sentezi Ve Karakterizasyonu”. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi 23, sy. 7 (Aralık 2017): 899-907.
EndNote İlkimen H, Yenikaya C (01 Aralık 2017) Salisilik asit türevleri ile 2-aminobenzotiyazol türevlerinin karışık ligandlı Cu(II) komplekslerinin sentezi ve karakterizasyonu. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi 23 7 899–907.
IEEE H. İlkimen ve C. Yenikaya, “Salisilik asit türevleri ile 2-aminobenzotiyazol türevlerinin karışık ligandlı Cu(II) komplekslerinin sentezi ve karakterizasyonu”, Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi, c. 23, sy. 7, ss. 899–907, 2017.
ISNAD İlkimen, Halil - Yenikaya, Cengiz. “Salisilik Asit türevleri Ile 2-Aminobenzotiyazol türevlerinin karışık Ligandlı Cu(II) Komplekslerinin Sentezi Ve Karakterizasyonu”. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi 23/7 (Aralık 2017), 899-907.
JAMA İlkimen H, Yenikaya C. Salisilik asit türevleri ile 2-aminobenzotiyazol türevlerinin karışık ligandlı Cu(II) komplekslerinin sentezi ve karakterizasyonu. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi. 2017;23:899–907.
MLA İlkimen, Halil ve Cengiz Yenikaya. “Salisilik Asit türevleri Ile 2-Aminobenzotiyazol türevlerinin karışık Ligandlı Cu(II) Komplekslerinin Sentezi Ve Karakterizasyonu”. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi, c. 23, sy. 7, 2017, ss. 899-07.
Vancouver İlkimen H, Yenikaya C. Salisilik asit türevleri ile 2-aminobenzotiyazol türevlerinin karışık ligandlı Cu(II) komplekslerinin sentezi ve karakterizasyonu. Pamukkale Üniversitesi Mühendislik Bilimleri Dergisi. 2017;23(7):899-907.





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