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Synthesis, Spectroscopic and Thermal Characterization of Non-Metal Cation NMC Pentaborates Salts Containing Cations Derived From Histidine and Arginine

Yıl 2012, Cilt: 40 Sayı: 3, 219 - 225, 01.08.2012

Öz

The new non-metal cation NMC pentaborate structures of cationic histidine and arginine aminoacids were synthesized and characterized using spectroscopic 11B NMR and IR methods. Their thermal properties have been investigated by TG/DrTG-DTA. The histidine NMC pentaborate, [C6H10N3O2][B5O6 OH 4].4H2O and the arginine pentaborate, [C6H13N4O2][B5O6 OH 4]2.3H2O are formulated with 4 and 3 waters of crystallization, respectively. The histidine pentaborate is more stable than the arginine pentaborate to thermal decomposition, but both decompose thermally via initial dehydration followed by loss of amino acid fragments to afford glassy B2O3.

Kaynakça

  • 1. C.L. Christ, J.R. Clark, A crystal-chemical classification of borate structures with emphasis on hydrated borates, Phys. Chem. Miner. 2 (1977) 59.
  • 2. P.C. Burns, Borate clusters and fundamental building blocks containing four polyhedra; why few clusters are utilized as fundamental building blocks of structures, Can. Mineral. 33 (1995) 1167.
  • 3. (a) G.M. Wang, Y.Q. Sun, G.Y. Yang, Syntheses and crystal structures of two new pentaborates, J. Solid State Chem. 178 (2005) 729; (b) G.M. Wang, Y.Q. Sun, G.Y. Yang, Synthesis and characterization of a new layered lead borate, J. Solid State Chem. 179 (2006) 398.
  • 4. D.M. Schubert, M.Z. Visi, C.B. Knobler, Guanidinium and Imidazolium Borates Containing the First Examples of an Isolated Nonaborate Oxoanion: [B9O12(OH)6]3-, Inorg. Chem. 39 (2000) 2250.
  • 5. M. Touboul, N. Penin, G. Nowogrocki, Crystal Structure and Thermal Behavior of Cs2[B4O5(OH)4]3H2O, J. Solid State Chem. 143 (1999) 260.
  • 6. D.M. Schubert, F. Alam, M.Z. Visi, C.B. Knobler, Structural Characterization and Chemistry of the Industrially Important Zinc Borate, Zn[B3O4(OH)3], Chem. Mater. 15 (2003) 866.
  • 7. Z.T. Yu, Z. Shi, Y.S. Jiang, H.M. Yuan, J.S. Chen, A chiral lead borate containing infinite and finite chains built up from BO4 and BO3 units, Chem. Mater. 14 (2002) 1314.
  • 8. N. Penin, M. Touboul, G. Nowogrocki, Crystal Structure of a New Form of Sodium Octoborate b-Na2B8O13, J. Solid State Chem. 168 (2002) 316.
  • 9. H. Huppertz , B. von der Eltz , Multianvil HighPressure Synthesis of Dy4B6O15: The First Oxoborate with Edge-Sharing BO4 Tetrahedra, J. Am. Chem. Soc. 2002 , 124 , 9376.
  • 10. M. Touboul, N. Penin, G. Nowogrocki, Borates: a survey of main trends concerning crystal-chemistry, polymorphism and dehydration process of alkaline and pseudo-alkaline borates, Solid State Sci. 5 (2003) 1327.
  • 11. (a) C.J. Carmalt, W. Clegg, A.H. Cowley, F.J. Lawlor, T.B. Marder, N.C. Norman, C.R. Rice, O.J. Sandoval, A.J. Scott, Isolation and structural characterization of novel compounds containing B4O2 rings, Polyhedron 16 (1997) 2325; (b) T.J.R. Weakley, Guanidinium tetraborate(2–) dihydrate, (CH6N3) 2[B4O5(OH)4].2H2O, Acta Crystallogr. Sect. Cryst. Struct. Commun. 41 (1985) 377; (c) A.S. Batsanov, E.H. Nava, T. Struchkov, V.M. Akimov, Ethylenediammonium tetraborate dihydrate, C2H14B4N2O9, Cryst. Struct. Commun. 11 (1982) 1629.
  • 12. (a) C.C. Freyhardt, M. Wiebcke, J. Felsche, G. Engelhardt, N(nPr)4[B5O6(OH)4][B(OH)3]2 and N(nBu)4[B5O6(OH)4] [B(OH)3]2: clathrates with a diamondoid arrangement of hydrogen-bonded pentaborate anions, J. Inclusion Phenom. Macrocyclic Chem. 18 (1994) 161; (b) Li, Qi; Mak, C. W. Thomas, Novel inclusion compounds of urea with tetraalkylammonium pentaborates, Supramol. Chem. 8 (1997) 147; (c) A.N. Chekhlov, I.V. Martynov, Crystal structure of 1,10-diazonia18-crown-6 bis(tetrahydroxy- pentaborate) hexahydrate, Proc. Natl. Acad. Sci. USSR 362 (1998) 648; (d) K.M. Turdybekov, Yu.T. Struchkov, V.M. Akimov, V.G. Skvortsov, O.V. Petrova, Sh.V. Sadetinov, Crystal structure of tributylammonium tetrahydroxohexaoxopentaborate. bis(boron hydroxide), Zh. Neorg. Khim. 37 (1992) 1250.
  • 13. P.C. Burns, J.D. Grice, F.C. Hawthorne, Borate minerals. I. Polyhedral clusters and fundamental building blocks, Can. Mineral. 33 (1995) 1131.
  • 14. J.D. Grice, P.C. Burns, F.C. Hawthorne, Borate minerals. II. Ahierarchy of structures based upon the borate fundamental building blocks, Can. Mineral. 37 (1999) 731.
  • 15. M.Z. Visi, C.B. Knobler, J.J. Owen, M.I. Khan, D.M. Schubert, Cryst. Growth Des. 6 (2006) 538.
  • 16. Z.H. Liu, L.Q. Li, W.J. Zhang, Two New Borates Containing the First Examples of Large Isolated Polyborate Anions: Chain [B7O9(OH)5]2- and Ring [B14O20(OH)6]4-, Inorg. Chem. 45 (2006) 1430.
  • 17. C.Y. Pan, G.M. Wang, S.T. Zheng, G.Y. Yang, [NH3CH2CHCH3NH3][B8O11(OH)4].H2O: Synthesis and characterization of the first 1D borate template by 1,2-diaminopropane, J. Solid State Chem. 180 (2007) 1553.
  • 18. S.H. Yang, G.B. Li, S.T. Tian, J.H. Lin, Synthesis and Structure of [C2H10N2][B5O8(OH)]: A Nonmetal Pentaborate with Nonlinear Optical Properties, Cryst. Growth Des. 7 (2007) 1246.
  • 19. V. Guieu, C. Payrastre, Y. Madaule, S. GarciaAlonso, P.G. Lacroix, K. Nakatani, Large Quadratic Nonlinear Optical Efficiencies in Pseudosymmetric Streptocyanine Dyes, Chem. Mater. 18 (2006) 3674.
  • 20. J. Ramajothi, S. Dhanuskodi, Optical and microhardness studies of semiorganic nonlinear optical material: L- histidine tetrafluoroborate, Cryst. Res. Technol. 38 (2003) 986.
  • 21. D.M. Schubert, R.A. Smith, and M.Z. Visi, Studies of crystalline nonmetal borates, Glass Technol. 44 (2003) 63.
  • 22. (a) S. Merlino and F. Sartori, Ammonioborite: new borate polyion and its structure, Science 171 (1971) 377; (b) S. Merlino and F. Sartori, The crystal structure of larderellite, NH4B5O7(OH)2.H2O, Acta Cryst. B. 25 (1969) 2264.
  • 23. (a) M. Wiebcke, C.C. Freyhardt, J. Felsche, and G. Englehardt, Clathrates with three-dimensional host structures of hydrogen-bonded pentaborate [B5O6(OH)4]-ions: pentaborates with the cations NMe4+, NEt4+, NPhMe3+ and pipH+ (pipH+=piperidinium), Z. Naturfoirch B 48 (1993) 978; (b) H.X. Zhang, S.T. Zheng and G.Y. Yang, Tetramethylammonium pentaborate 0.25-hydrate, Acta Cryst. C 60 (2004) o545; (c) R.A. Barber, J.P.H. Charmant, N.C. Norman, A.G. Orpen, and J. Rossi, Dimethylammonium tetrahydropentaborate, Acta Cryst E 60 (2004) o1086; (d) B.D. Vineyard and H.C. Godt, Jr., A Study of the Reaction of Boric Acid with Amines: Hydroxyboroxin-Amine Salts, Inorg. Chem. 3 (1964) 1144.
  • 24. G. Heller, A survey of structural types of borates and polyborates. in F.L. Boschke (ed.), Topics in Current Chemistry 131 (1986) 39.
  • 25. (a) G.M.Wang, Y.Q. Sun, and G.Y. Yang, Syntheses and crystal structures of three new borates templated by transition-metal complexes in situ, J. Solid State Chemistry 179 (2006) 1545; H.X. Zhang, S.T. Zheng and G.Y. Yang, Pentaethylenehexamine manganese(II) pentaborate, Acta Cryst. C 60 (2004) m241.
  • 26. M.A. Beckett, C.C. Bland, S.J. Coles, P.N. Horton and M.B. Hursthouse, Supramolecular structures containing ‘isolated’ pentaborate anions and nonmetal cations: Crystal structures of [Me3NCH2CH2OH] [B5O6(OH)4] and [4-MepyH, 4-Mepy][B5O6(OH)4], J. Organomet. Chem. 692 (2007) 2832.
  • 27. C.G. Salentine, High-field boron-11 NMR of alkali borates. Aqueous polyborate equilibria, Inorg. Chem. 22 (1983) 3920.
  • 28. M.A. Beckett, P.N. Horton, M.B. Hursthouse, D.A. Knox, J.L. Timmis, Structural (XRD) and thermal (DSC, TGA) and BET analysis of materials derived from non-metal cation pentaborate salts, Dalton Trans. 39 (2010) 3944.
  • 29. C.E. Weir, Infrared spectra of the hydrated borates, J. Res. Naufl. Bur. Stand. Sect. A 70 (1966) 153.
  • 30. C.E. Weir, R. Schroeder, Infrared Spectra of Crystalline Inorganic Borates, J. Res. Naufl. Bur. Stand. Sect. A 68 (1964) 465.
  • 31. J. Krough-Moe, Interpretation of the Infra-red Spectra of Boron. Oxide and Alkali Borate Glasses, Phys. Chem. Glases, 6 (1965) 46.
  • 32. Y. Yang, Y. Wang, J. Sun, M. Cui, C. Meng, Synthesis, Crystal Structure, and Characterization of a Novel MetalloOrganically-Templated Pentaborate with Mixed Ligands, Z. Anorg. Allg. Chem. 637 (2011) 729.
  • 33. Z.H. Liu, J.J. Zhang, W.J. Zhang, Synthesis, crystal structure and vibrational spectroscopy of a novel mixed ligands Ni(II) pentaborate: [Ni(C4H10N2) (C2H8N2) 2][B5O6(OH)4]2, Inorg, Chim. Acta 359 (2006) 519.

Katyonik Histidine ve Arjinin Türevleri İçeren Metal Katyonsuz NMC Pentaborat Tuzlarının Sentezi, Spektroskopik ve Termal Karakterizasyonu

Yıl 2012, Cilt: 40 Sayı: 3, 219 - 225, 01.08.2012

Öz

K atyonik histidin ve arjinin aminoasitlerinin metal katyonu içermeyen NMC yeni pentaborat yapıları sentezlendi ve spektroskopik yöntemler 11B NMR and IR kullanılarak karakterize edildi. Termal özellikleri TG/DrTG-DTA ile araştırıldı. Histidine NMC pentaborat, [CHN[C6H13N4O2][B5O6 OH 42.3H2O yapılarının sırasıyla 4 ve 3 molekül Kristal suları içerdikleri tespit edilmiştir. Termal olarak histidine pentaborat arjinin pentaborat yapısına göre daha kararlıdır, fakat her iki NMC pentaborat yapısının bozunması dehidrasyonu izleyen aminoasit bölümlerinin uzaklaşması ve bozunma ürünü olarak camsı yapıda BO kalmasıyla gerçekleşir

Kaynakça

  • 1. C.L. Christ, J.R. Clark, A crystal-chemical classification of borate structures with emphasis on hydrated borates, Phys. Chem. Miner. 2 (1977) 59.
  • 2. P.C. Burns, Borate clusters and fundamental building blocks containing four polyhedra; why few clusters are utilized as fundamental building blocks of structures, Can. Mineral. 33 (1995) 1167.
  • 3. (a) G.M. Wang, Y.Q. Sun, G.Y. Yang, Syntheses and crystal structures of two new pentaborates, J. Solid State Chem. 178 (2005) 729; (b) G.M. Wang, Y.Q. Sun, G.Y. Yang, Synthesis and characterization of a new layered lead borate, J. Solid State Chem. 179 (2006) 398.
  • 4. D.M. Schubert, M.Z. Visi, C.B. Knobler, Guanidinium and Imidazolium Borates Containing the First Examples of an Isolated Nonaborate Oxoanion: [B9O12(OH)6]3-, Inorg. Chem. 39 (2000) 2250.
  • 5. M. Touboul, N. Penin, G. Nowogrocki, Crystal Structure and Thermal Behavior of Cs2[B4O5(OH)4]3H2O, J. Solid State Chem. 143 (1999) 260.
  • 6. D.M. Schubert, F. Alam, M.Z. Visi, C.B. Knobler, Structural Characterization and Chemistry of the Industrially Important Zinc Borate, Zn[B3O4(OH)3], Chem. Mater. 15 (2003) 866.
  • 7. Z.T. Yu, Z. Shi, Y.S. Jiang, H.M. Yuan, J.S. Chen, A chiral lead borate containing infinite and finite chains built up from BO4 and BO3 units, Chem. Mater. 14 (2002) 1314.
  • 8. N. Penin, M. Touboul, G. Nowogrocki, Crystal Structure of a New Form of Sodium Octoborate b-Na2B8O13, J. Solid State Chem. 168 (2002) 316.
  • 9. H. Huppertz , B. von der Eltz , Multianvil HighPressure Synthesis of Dy4B6O15: The First Oxoborate with Edge-Sharing BO4 Tetrahedra, J. Am. Chem. Soc. 2002 , 124 , 9376.
  • 10. M. Touboul, N. Penin, G. Nowogrocki, Borates: a survey of main trends concerning crystal-chemistry, polymorphism and dehydration process of alkaline and pseudo-alkaline borates, Solid State Sci. 5 (2003) 1327.
  • 11. (a) C.J. Carmalt, W. Clegg, A.H. Cowley, F.J. Lawlor, T.B. Marder, N.C. Norman, C.R. Rice, O.J. Sandoval, A.J. Scott, Isolation and structural characterization of novel compounds containing B4O2 rings, Polyhedron 16 (1997) 2325; (b) T.J.R. Weakley, Guanidinium tetraborate(2–) dihydrate, (CH6N3) 2[B4O5(OH)4].2H2O, Acta Crystallogr. Sect. Cryst. Struct. Commun. 41 (1985) 377; (c) A.S. Batsanov, E.H. Nava, T. Struchkov, V.M. Akimov, Ethylenediammonium tetraborate dihydrate, C2H14B4N2O9, Cryst. Struct. Commun. 11 (1982) 1629.
  • 12. (a) C.C. Freyhardt, M. Wiebcke, J. Felsche, G. Engelhardt, N(nPr)4[B5O6(OH)4][B(OH)3]2 and N(nBu)4[B5O6(OH)4] [B(OH)3]2: clathrates with a diamondoid arrangement of hydrogen-bonded pentaborate anions, J. Inclusion Phenom. Macrocyclic Chem. 18 (1994) 161; (b) Li, Qi; Mak, C. W. Thomas, Novel inclusion compounds of urea with tetraalkylammonium pentaborates, Supramol. Chem. 8 (1997) 147; (c) A.N. Chekhlov, I.V. Martynov, Crystal structure of 1,10-diazonia18-crown-6 bis(tetrahydroxy- pentaborate) hexahydrate, Proc. Natl. Acad. Sci. USSR 362 (1998) 648; (d) K.M. Turdybekov, Yu.T. Struchkov, V.M. Akimov, V.G. Skvortsov, O.V. Petrova, Sh.V. Sadetinov, Crystal structure of tributylammonium tetrahydroxohexaoxopentaborate. bis(boron hydroxide), Zh. Neorg. Khim. 37 (1992) 1250.
  • 13. P.C. Burns, J.D. Grice, F.C. Hawthorne, Borate minerals. I. Polyhedral clusters and fundamental building blocks, Can. Mineral. 33 (1995) 1131.
  • 14. J.D. Grice, P.C. Burns, F.C. Hawthorne, Borate minerals. II. Ahierarchy of structures based upon the borate fundamental building blocks, Can. Mineral. 37 (1999) 731.
  • 15. M.Z. Visi, C.B. Knobler, J.J. Owen, M.I. Khan, D.M. Schubert, Cryst. Growth Des. 6 (2006) 538.
  • 16. Z.H. Liu, L.Q. Li, W.J. Zhang, Two New Borates Containing the First Examples of Large Isolated Polyborate Anions: Chain [B7O9(OH)5]2- and Ring [B14O20(OH)6]4-, Inorg. Chem. 45 (2006) 1430.
  • 17. C.Y. Pan, G.M. Wang, S.T. Zheng, G.Y. Yang, [NH3CH2CHCH3NH3][B8O11(OH)4].H2O: Synthesis and characterization of the first 1D borate template by 1,2-diaminopropane, J. Solid State Chem. 180 (2007) 1553.
  • 18. S.H. Yang, G.B. Li, S.T. Tian, J.H. Lin, Synthesis and Structure of [C2H10N2][B5O8(OH)]: A Nonmetal Pentaborate with Nonlinear Optical Properties, Cryst. Growth Des. 7 (2007) 1246.
  • 19. V. Guieu, C. Payrastre, Y. Madaule, S. GarciaAlonso, P.G. Lacroix, K. Nakatani, Large Quadratic Nonlinear Optical Efficiencies in Pseudosymmetric Streptocyanine Dyes, Chem. Mater. 18 (2006) 3674.
  • 20. J. Ramajothi, S. Dhanuskodi, Optical and microhardness studies of semiorganic nonlinear optical material: L- histidine tetrafluoroborate, Cryst. Res. Technol. 38 (2003) 986.
  • 21. D.M. Schubert, R.A. Smith, and M.Z. Visi, Studies of crystalline nonmetal borates, Glass Technol. 44 (2003) 63.
  • 22. (a) S. Merlino and F. Sartori, Ammonioborite: new borate polyion and its structure, Science 171 (1971) 377; (b) S. Merlino and F. Sartori, The crystal structure of larderellite, NH4B5O7(OH)2.H2O, Acta Cryst. B. 25 (1969) 2264.
  • 23. (a) M. Wiebcke, C.C. Freyhardt, J. Felsche, and G. Englehardt, Clathrates with three-dimensional host structures of hydrogen-bonded pentaborate [B5O6(OH)4]-ions: pentaborates with the cations NMe4+, NEt4+, NPhMe3+ and pipH+ (pipH+=piperidinium), Z. Naturfoirch B 48 (1993) 978; (b) H.X. Zhang, S.T. Zheng and G.Y. Yang, Tetramethylammonium pentaborate 0.25-hydrate, Acta Cryst. C 60 (2004) o545; (c) R.A. Barber, J.P.H. Charmant, N.C. Norman, A.G. Orpen, and J. Rossi, Dimethylammonium tetrahydropentaborate, Acta Cryst E 60 (2004) o1086; (d) B.D. Vineyard and H.C. Godt, Jr., A Study of the Reaction of Boric Acid with Amines: Hydroxyboroxin-Amine Salts, Inorg. Chem. 3 (1964) 1144.
  • 24. G. Heller, A survey of structural types of borates and polyborates. in F.L. Boschke (ed.), Topics in Current Chemistry 131 (1986) 39.
  • 25. (a) G.M.Wang, Y.Q. Sun, and G.Y. Yang, Syntheses and crystal structures of three new borates templated by transition-metal complexes in situ, J. Solid State Chemistry 179 (2006) 1545; H.X. Zhang, S.T. Zheng and G.Y. Yang, Pentaethylenehexamine manganese(II) pentaborate, Acta Cryst. C 60 (2004) m241.
  • 26. M.A. Beckett, C.C. Bland, S.J. Coles, P.N. Horton and M.B. Hursthouse, Supramolecular structures containing ‘isolated’ pentaborate anions and nonmetal cations: Crystal structures of [Me3NCH2CH2OH] [B5O6(OH)4] and [4-MepyH, 4-Mepy][B5O6(OH)4], J. Organomet. Chem. 692 (2007) 2832.
  • 27. C.G. Salentine, High-field boron-11 NMR of alkali borates. Aqueous polyborate equilibria, Inorg. Chem. 22 (1983) 3920.
  • 28. M.A. Beckett, P.N. Horton, M.B. Hursthouse, D.A. Knox, J.L. Timmis, Structural (XRD) and thermal (DSC, TGA) and BET analysis of materials derived from non-metal cation pentaborate salts, Dalton Trans. 39 (2010) 3944.
  • 29. C.E. Weir, Infrared spectra of the hydrated borates, J. Res. Naufl. Bur. Stand. Sect. A 70 (1966) 153.
  • 30. C.E. Weir, R. Schroeder, Infrared Spectra of Crystalline Inorganic Borates, J. Res. Naufl. Bur. Stand. Sect. A 68 (1964) 465.
  • 31. J. Krough-Moe, Interpretation of the Infra-red Spectra of Boron. Oxide and Alkali Borate Glasses, Phys. Chem. Glases, 6 (1965) 46.
  • 32. Y. Yang, Y. Wang, J. Sun, M. Cui, C. Meng, Synthesis, Crystal Structure, and Characterization of a Novel MetalloOrganically-Templated Pentaborate with Mixed Ligands, Z. Anorg. Allg. Chem. 637 (2011) 729.
  • 33. Z.H. Liu, J.J. Zhang, W.J. Zhang, Synthesis, crystal structure and vibrational spectroscopy of a novel mixed ligands Ni(II) pentaborate: [Ni(C4H10N2) (C2H8N2) 2][B5O6(OH)4]2, Inorg, Chim. Acta 359 (2006) 519.
Toplam 33 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Bölüm Research Article
Yazarlar

Dursun Ali Kose

Michael A. Beckett Bu kişi benim

Naki Çolak Bu kişi benim

Yayımlanma Tarihi 1 Ağustos 2012
Yayımlandığı Sayı Yıl 2012 Cilt: 40 Sayı: 3

Kaynak Göster

APA Kose, D. A., Beckett, M. A., & Çolak, N. (2012). Synthesis, Spectroscopic and Thermal Characterization of Non-Metal Cation NMC Pentaborates Salts Containing Cations Derived From Histidine and Arginine. Hacettepe Journal of Biology and Chemistry, 40(3), 219-225.
AMA Kose DA, Beckett MA, Çolak N. Synthesis, Spectroscopic and Thermal Characterization of Non-Metal Cation NMC Pentaborates Salts Containing Cations Derived From Histidine and Arginine. HJBC. Ağustos 2012;40(3):219-225.
Chicago Kose, Dursun Ali, Michael A. Beckett, ve Naki Çolak. “Synthesis, Spectroscopic and Thermal Characterization of Non-Metal Cation NMC Pentaborates Salts Containing Cations Derived From Histidine and Arginine”. Hacettepe Journal of Biology and Chemistry 40, sy. 3 (Ağustos 2012): 219-25.
EndNote Kose DA, Beckett MA, Çolak N (01 Ağustos 2012) Synthesis, Spectroscopic and Thermal Characterization of Non-Metal Cation NMC Pentaborates Salts Containing Cations Derived From Histidine and Arginine. Hacettepe Journal of Biology and Chemistry 40 3 219–225.
IEEE D. A. Kose, M. A. Beckett, ve N. Çolak, “Synthesis, Spectroscopic and Thermal Characterization of Non-Metal Cation NMC Pentaborates Salts Containing Cations Derived From Histidine and Arginine”, HJBC, c. 40, sy. 3, ss. 219–225, 2012.
ISNAD Kose, Dursun Ali vd. “Synthesis, Spectroscopic and Thermal Characterization of Non-Metal Cation NMC Pentaborates Salts Containing Cations Derived From Histidine and Arginine”. Hacettepe Journal of Biology and Chemistry 40/3 (Ağustos 2012), 219-225.
JAMA Kose DA, Beckett MA, Çolak N. Synthesis, Spectroscopic and Thermal Characterization of Non-Metal Cation NMC Pentaborates Salts Containing Cations Derived From Histidine and Arginine. HJBC. 2012;40:219–225.
MLA Kose, Dursun Ali vd. “Synthesis, Spectroscopic and Thermal Characterization of Non-Metal Cation NMC Pentaborates Salts Containing Cations Derived From Histidine and Arginine”. Hacettepe Journal of Biology and Chemistry, c. 40, sy. 3, 2012, ss. 219-25.
Vancouver Kose DA, Beckett MA, Çolak N. Synthesis, Spectroscopic and Thermal Characterization of Non-Metal Cation NMC Pentaborates Salts Containing Cations Derived From Histidine and Arginine. HJBC. 2012;40(3):219-25.

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