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4-Piridin Boronik Asit Dikatyonu ve [Pd(S2C2O2)2] Dianyonu İçeren Yeni Bileşiğin Sentezi ve Kristal Yapısı

Year 2021, Volume: 11 Issue: 3, 1921 - 1927, 01.09.2021
https://doi.org/10.21597/jist.898851

Abstract

Bu çalışmada, yeni bileşik [HNC5H4B(OH)(OCH3)-4]2[Pd(S2C2O2)2] sentezlendi ve kristal yapısı tek kristal X-ışını kırınım yöntemiyle belirlendi. Bileşik, monoklinik kristal sisteminde P21/n uzay grubunda a=9.1907 Å, b=11.481 Å, c=11.107 Å, α= 90°, β =97.97°, γ =90° ve Z=2 birim hücre parametrelerinde kristallendi. Bileşiğin kristal yapısında bir {[HNC5H4B(OH)(OCH3)-4]2}2+ katyonu ve bir [Pd(S2C2O2)2]2- anyon molekülü bulunmaktadır. İnversiyon merkezinde bulunan PdII iyonu dört koordinasyonludur ve hafifçe bozulmuş kare düzlem geometriye sahiptir. Kristal yapıda, NH⋯O ve OH⋯O ve CH⋯O hidrojen bağları anyon ve katyon moleküllerini bir arada tutmaktadır. Anyon ve katyon moleküllerinin 010 yönünde ikili vida ekseni ve 010 yönüne dik kayma düzlemi simetrisi ile dizilmesi üç boyutlu bir ağ oluşmaktadır. Bu hidrojen bağlı ağ, bc düzleminde a ekseni boyunca istiflenir.

References

  • Brooks WLA and Sumerlin BS, 2016. Synthesis and Applications of Boronic Acid-Containing Polymers: From Materials to Medicine. Chemical Reviews, 116:1375–1397.
  • Çetiner H, Şenol FF, Düzer S, 2020. Klinik Araştırma Akut Diffüz Eksternal Otit Tedavisinde Borik Asidin ve Deksametazon- Siprofloksasin Kombinasyonunun İyileşmeye ve Mikrobiyal Flora Üzerine Etkisi. Fırat Tıp Dergisi, 25:219–223.
  • Coban MB, Erkarslan U, Oylumluoglu G, Aygun M and Kara H, 2016. Hydrothermal synthesis, crystal structure and Photoluminescent properties; 3D Holmium(III) coordination polymer. Inorganica Chimica Acta, 447: 87–91.
  • Coban MB, Kocak C, Kara H, Aygun M and Amjad A, 2017. Magnetic properties and sensitized visible and NIR luminescence of DyIII and EuIII coordination polymers by energy transfer antenna ligands. Molecular Crystals and Liquid Crystals, 648:202–215.
  • Dolomanov OV, Bourhis LJ, Gildea RJ, Howard JAK, Puschmann H, 2009. OLEX2 : A Complete Structure Solution, Refinement and Analysis Program. Journal of Applied Crystallography, 42: 339–341.
  • Donmez A, Oylumluoglu G, Coban MB, Kocak C, Aygun M and Kara H, 2017. Ferromagnetic interactions in new double end-on-azide-bridged dinuclear Ni (II) complex: Synthesis, crystal structures, magnetic and photoluminescence properties. Journal Molecular Structure, 1149:569–575.
  • Erkarslan U, Oylumluoglu G, Coban MB, Ozturk E and Kara H, 2016. Cyanide-bridged trinuclear MnIII–FeIII assembly: Crystal structure, magnetic and photoluminescence behavior. Inorganica Chimica Acta, 445: 57–61.
  • Erkarslan U, Donmez A, Kara H, Aygun M and Coban MB, 2018. Synthesis, Structure and Photoluminescence Performance of a New Er3+ Cluster-Based 2D Coordination Polymer. Journal of Cluster Science, 29: 1177–1183.
  • Fujita N, Shinkai S and James TD, 2008. Boronic Acids in Molecular Self‐Assembly. Chemistry An Asian Journal, 3:1076–1091.
  • Georgiou I, Ilyashenko G, and Whiting A, 2009. Synthesis of Aminoboronic Acids and Their Applications in Bifunctional Catalysis. Account of Chemistry Research, 42:756–768.
  • Georgiou I, Kervyn S, Rossignon A, De Leo F, Wouters J, Bruylants G and Bonifazi D, 2017. Versatile Self-Adapting Boronic Acids for H-Bond Recognition: From Discrete to Polymeric Supramolecules. Journal of American Chemical Society, 139: 2710–2727.
  • Hall DG, 2011. In Boronic Acids: Preparation and Applications in Organic Synthesis, Medicine and Materials Second Edition, Wiley-VCH Verlag GmbH and Co. KGaA, Weinheim, Germany.
  • Hatanaka H, Komada F, Shiono M, Mishima Y and Okumura K, 1992. Tissue Distribution of Para-boronophenylalanine Administered Orally as a Cyclodextrin Inclusion Complex to Melanoma-Bearing Hamsters. Pigment Cell Res, 5: 38–40.
  • James TD, 2016. Self and directed assembly: people and molecules. Beilstein Journal of Organic Chemistry, 12:391–405.
  • Kara H, Adams CJ, Orpen, AG, Podesta TJ, 2006. Pyridinium Boronic Acid Salts in Crystal Synthesis. New Journal of Chemisty, 30: 1461–1469.
  • Karakuş MF, Arda HN, Ikinciogullari A, Gedikli Y, Coşkun S, Balaban N and Akdogan O, 2003. Asteatosis ve kaşıntılı hastalarda dış kulak yolu mikrobiyolojisi. Kulak Burun Bogaz İhtisas Dergisi, 11:33–38.
  • Kocak C, Oylumluoglu G, Donmez A, Coban MB, Erkarslan U, Aygun M and Kara H, 2017. Crystal structure and photoluminescence properties of a new monomeric copper (II) complex: bis (3-{[(3-hydroxypropyl) imino] methyl}-4-nitrophenolato-κ3O,N,O′) copper (II). Acta Crystallographica Section C: Structural Chemistry, 73: 414–419.
  • Li B, Li T, Aliyu MA, Li ZH and Tang W, 2019. Enantioselective Palladium‐Catalyzed Cross‐Coupling of α‐Bromo Carboxamides and Aryl Boronic Acids. Angewante Chemie, ange.201905174.
  • Macrae CF, Edgington PR, McCabe P, Pidcock E, Shields GP, Taylor R, Towler M and van de Streek J, 2006. Mercury: Visualization and Analysis of Crystal Structures. Journal of Applied Crystallography, 39:453–457.
  • Marinaro WA, Schieber LJ, Munson EJ, Day VW and Stella VJ, 2012. Properties of a model aryl boronic acid and its boroxine. Journal of Pharmaceutical Sciences, 101:3190–3198.
  • Oylumluoglu G, Coban MB, Kocak C, Aygun M and Kara H, 2017. 2-and 1-D coordination polymers of Dy (III) and Ho (III) with near infrared and visible luminescence by efficient charge-transfer antenna ligand. Journal of Molecular Structure, 1146:356–364.
  • Roughley SD and Jordan AM, 2011. The Medicinal Chemist’s Toolbox: An Analysis of Reactions Used in the Pursuit of Drug Candidates. Journal of Medicinal Chemistry, 54:3451–3479.
  • Sheldrick GM, 2008. A Short History of SHELX. Acta Crystallographica, A64: 112–122.
  • Torborg C and Beller M, 2009. Recent Applications of Palladium‐Catalyzed Coupling Reactions in the Pharmaceutical, Agrochemical, and Fine Chemical Industries. Advanced Synthesis and Catalysis, 351:3027–3043.
  • SAINT V7.60A, Bruker-AXS 2008. Inc. Madison, Wisconsin, USA.
  • Wu J, Kwon B, Liu W, Anslyn EV, Wang P and Kim JS, 2015. Chromogenic/Fluorogenic Ensemble Chemosensing Systems. Chemical Reviews, 115:7893–7943.
  • Yahsi Y, Gungor E, Kara H, 2015. Chlorometallate-Pyridinium Boronic Acid Salts for Crystal Engineering: Synthesis of One-, Two- and Three-Dimensional Hydrogen Bond Networks. Crystal Growth and Design, 15: 2652–2660.
  • Zhu Q, Saeed M, Song R, Sun T, Jiang C and Yu H, 2020. Dynamic covalent chemistry-regulated stimuli-activatable drug delivery systems for improved cancer therapy. Chinese Chemical Letters, 31:1051–1059.

Synthesis and Crystal Structure of New Compound Containing 4-Pyridine Boronic Acid Cation and [Pd(S2C2O2)2] Anion

Year 2021, Volume: 11 Issue: 3, 1921 - 1927, 01.09.2021
https://doi.org/10.21597/jist.898851

Abstract

Bu çalışmada, yeni bileşik [HNC5H4B(OH)(OCH3)-4]2[Pd(S2C2O2)2] sentezlendi ve kristal yapısı tek kristal X-ışını kırınım yöntemiyle belirlendi. Bileşik, monoklinik kristal sisteminde P21/n uzay grubunda a=9.1907 Å, b=11.481 Å, c=11.107 Å, α= 90°, β =97.97°, γ =90° ve Z=2 birim hücre parametrelerinde kristallendi. Bileşiğin kristal yapısında bir {[HNC5H4B(OH)(OCH3)-4]2}2+ dikatyonu ve bir [Pd(S2C2O2)2]2- dianyon molekülü bulunmaktadır. İnversiyon merkezinde bulunan PdII iyonu dört koordinasyonludur ve hafifçe bozulmuş kare düzlem geometriye sahiptir. Kristal yapıda, NH⋯O ve OH⋯O ve CH⋯O hidrojen bağları dianyon ve dikatyon moleküllerini bir arada tutmaktadır. Dianyon ve dikatyon moleküllerinin 010 yönünde ikili vida ekseni ve 010 yönüne dik kayma düzlemi simetrisi ile dizilmesi üç boyutlu bir ağ oluşmaktadır. Bu hidrojen bağlı ağ, bc düzleminde a ekseni boyunca istiflenir.

References

  • Brooks WLA and Sumerlin BS, 2016. Synthesis and Applications of Boronic Acid-Containing Polymers: From Materials to Medicine. Chemical Reviews, 116:1375–1397.
  • Çetiner H, Şenol FF, Düzer S, 2020. Klinik Araştırma Akut Diffüz Eksternal Otit Tedavisinde Borik Asidin ve Deksametazon- Siprofloksasin Kombinasyonunun İyileşmeye ve Mikrobiyal Flora Üzerine Etkisi. Fırat Tıp Dergisi, 25:219–223.
  • Coban MB, Erkarslan U, Oylumluoglu G, Aygun M and Kara H, 2016. Hydrothermal synthesis, crystal structure and Photoluminescent properties; 3D Holmium(III) coordination polymer. Inorganica Chimica Acta, 447: 87–91.
  • Coban MB, Kocak C, Kara H, Aygun M and Amjad A, 2017. Magnetic properties and sensitized visible and NIR luminescence of DyIII and EuIII coordination polymers by energy transfer antenna ligands. Molecular Crystals and Liquid Crystals, 648:202–215.
  • Dolomanov OV, Bourhis LJ, Gildea RJ, Howard JAK, Puschmann H, 2009. OLEX2 : A Complete Structure Solution, Refinement and Analysis Program. Journal of Applied Crystallography, 42: 339–341.
  • Donmez A, Oylumluoglu G, Coban MB, Kocak C, Aygun M and Kara H, 2017. Ferromagnetic interactions in new double end-on-azide-bridged dinuclear Ni (II) complex: Synthesis, crystal structures, magnetic and photoluminescence properties. Journal Molecular Structure, 1149:569–575.
  • Erkarslan U, Oylumluoglu G, Coban MB, Ozturk E and Kara H, 2016. Cyanide-bridged trinuclear MnIII–FeIII assembly: Crystal structure, magnetic and photoluminescence behavior. Inorganica Chimica Acta, 445: 57–61.
  • Erkarslan U, Donmez A, Kara H, Aygun M and Coban MB, 2018. Synthesis, Structure and Photoluminescence Performance of a New Er3+ Cluster-Based 2D Coordination Polymer. Journal of Cluster Science, 29: 1177–1183.
  • Fujita N, Shinkai S and James TD, 2008. Boronic Acids in Molecular Self‐Assembly. Chemistry An Asian Journal, 3:1076–1091.
  • Georgiou I, Ilyashenko G, and Whiting A, 2009. Synthesis of Aminoboronic Acids and Their Applications in Bifunctional Catalysis. Account of Chemistry Research, 42:756–768.
  • Georgiou I, Kervyn S, Rossignon A, De Leo F, Wouters J, Bruylants G and Bonifazi D, 2017. Versatile Self-Adapting Boronic Acids for H-Bond Recognition: From Discrete to Polymeric Supramolecules. Journal of American Chemical Society, 139: 2710–2727.
  • Hall DG, 2011. In Boronic Acids: Preparation and Applications in Organic Synthesis, Medicine and Materials Second Edition, Wiley-VCH Verlag GmbH and Co. KGaA, Weinheim, Germany.
  • Hatanaka H, Komada F, Shiono M, Mishima Y and Okumura K, 1992. Tissue Distribution of Para-boronophenylalanine Administered Orally as a Cyclodextrin Inclusion Complex to Melanoma-Bearing Hamsters. Pigment Cell Res, 5: 38–40.
  • James TD, 2016. Self and directed assembly: people and molecules. Beilstein Journal of Organic Chemistry, 12:391–405.
  • Kara H, Adams CJ, Orpen, AG, Podesta TJ, 2006. Pyridinium Boronic Acid Salts in Crystal Synthesis. New Journal of Chemisty, 30: 1461–1469.
  • Karakuş MF, Arda HN, Ikinciogullari A, Gedikli Y, Coşkun S, Balaban N and Akdogan O, 2003. Asteatosis ve kaşıntılı hastalarda dış kulak yolu mikrobiyolojisi. Kulak Burun Bogaz İhtisas Dergisi, 11:33–38.
  • Kocak C, Oylumluoglu G, Donmez A, Coban MB, Erkarslan U, Aygun M and Kara H, 2017. Crystal structure and photoluminescence properties of a new monomeric copper (II) complex: bis (3-{[(3-hydroxypropyl) imino] methyl}-4-nitrophenolato-κ3O,N,O′) copper (II). Acta Crystallographica Section C: Structural Chemistry, 73: 414–419.
  • Li B, Li T, Aliyu MA, Li ZH and Tang W, 2019. Enantioselective Palladium‐Catalyzed Cross‐Coupling of α‐Bromo Carboxamides and Aryl Boronic Acids. Angewante Chemie, ange.201905174.
  • Macrae CF, Edgington PR, McCabe P, Pidcock E, Shields GP, Taylor R, Towler M and van de Streek J, 2006. Mercury: Visualization and Analysis of Crystal Structures. Journal of Applied Crystallography, 39:453–457.
  • Marinaro WA, Schieber LJ, Munson EJ, Day VW and Stella VJ, 2012. Properties of a model aryl boronic acid and its boroxine. Journal of Pharmaceutical Sciences, 101:3190–3198.
  • Oylumluoglu G, Coban MB, Kocak C, Aygun M and Kara H, 2017. 2-and 1-D coordination polymers of Dy (III) and Ho (III) with near infrared and visible luminescence by efficient charge-transfer antenna ligand. Journal of Molecular Structure, 1146:356–364.
  • Roughley SD and Jordan AM, 2011. The Medicinal Chemist’s Toolbox: An Analysis of Reactions Used in the Pursuit of Drug Candidates. Journal of Medicinal Chemistry, 54:3451–3479.
  • Sheldrick GM, 2008. A Short History of SHELX. Acta Crystallographica, A64: 112–122.
  • Torborg C and Beller M, 2009. Recent Applications of Palladium‐Catalyzed Coupling Reactions in the Pharmaceutical, Agrochemical, and Fine Chemical Industries. Advanced Synthesis and Catalysis, 351:3027–3043.
  • SAINT V7.60A, Bruker-AXS 2008. Inc. Madison, Wisconsin, USA.
  • Wu J, Kwon B, Liu W, Anslyn EV, Wang P and Kim JS, 2015. Chromogenic/Fluorogenic Ensemble Chemosensing Systems. Chemical Reviews, 115:7893–7943.
  • Yahsi Y, Gungor E, Kara H, 2015. Chlorometallate-Pyridinium Boronic Acid Salts for Crystal Engineering: Synthesis of One-, Two- and Three-Dimensional Hydrogen Bond Networks. Crystal Growth and Design, 15: 2652–2660.
  • Zhu Q, Saeed M, Song R, Sun T, Jiang C and Yu H, 2020. Dynamic covalent chemistry-regulated stimuli-activatable drug delivery systems for improved cancer therapy. Chinese Chemical Letters, 31:1051–1059.
There are 28 citations in total.

Details

Primary Language Turkish
Subjects Metrology, Applied and Industrial Physics
Journal Section Fizik / Physics
Authors

Elif Güngör 0000-0002-7158-9604

Hülya Kara Subasat 0000-0002-2032-8930

Publication Date September 1, 2021
Submission Date March 17, 2021
Acceptance Date April 18, 2021
Published in Issue Year 2021 Volume: 11 Issue: 3

Cite

APA Güngör, E., & Kara Subasat, H. (2021). 4-Piridin Boronik Asit Dikatyonu ve [Pd(S2C2O2)2] Dianyonu İçeren Yeni Bileşiğin Sentezi ve Kristal Yapısı. Journal of the Institute of Science and Technology, 11(3), 1921-1927. https://doi.org/10.21597/jist.898851
AMA Güngör E, Kara Subasat H. 4-Piridin Boronik Asit Dikatyonu ve [Pd(S2C2O2)2] Dianyonu İçeren Yeni Bileşiğin Sentezi ve Kristal Yapısı. J. Inst. Sci. and Tech. September 2021;11(3):1921-1927. doi:10.21597/jist.898851
Chicago Güngör, Elif, and Hülya Kara Subasat. “4-Piridin Boronik Asit Dikatyonu Ve [Pd(S2C2O2)2] Dianyonu İçeren Yeni Bileşiğin Sentezi Ve Kristal Yapısı”. Journal of the Institute of Science and Technology 11, no. 3 (September 2021): 1921-27. https://doi.org/10.21597/jist.898851.
EndNote Güngör E, Kara Subasat H (September 1, 2021) 4-Piridin Boronik Asit Dikatyonu ve [Pd(S2C2O2)2] Dianyonu İçeren Yeni Bileşiğin Sentezi ve Kristal Yapısı. Journal of the Institute of Science and Technology 11 3 1921–1927.
IEEE E. Güngör and H. Kara Subasat, “4-Piridin Boronik Asit Dikatyonu ve [Pd(S2C2O2)2] Dianyonu İçeren Yeni Bileşiğin Sentezi ve Kristal Yapısı”, J. Inst. Sci. and Tech., vol. 11, no. 3, pp. 1921–1927, 2021, doi: 10.21597/jist.898851.
ISNAD Güngör, Elif - Kara Subasat, Hülya. “4-Piridin Boronik Asit Dikatyonu Ve [Pd(S2C2O2)2] Dianyonu İçeren Yeni Bileşiğin Sentezi Ve Kristal Yapısı”. Journal of the Institute of Science and Technology 11/3 (September 2021), 1921-1927. https://doi.org/10.21597/jist.898851.
JAMA Güngör E, Kara Subasat H. 4-Piridin Boronik Asit Dikatyonu ve [Pd(S2C2O2)2] Dianyonu İçeren Yeni Bileşiğin Sentezi ve Kristal Yapısı. J. Inst. Sci. and Tech. 2021;11:1921–1927.
MLA Güngör, Elif and Hülya Kara Subasat. “4-Piridin Boronik Asit Dikatyonu Ve [Pd(S2C2O2)2] Dianyonu İçeren Yeni Bileşiğin Sentezi Ve Kristal Yapısı”. Journal of the Institute of Science and Technology, vol. 11, no. 3, 2021, pp. 1921-7, doi:10.21597/jist.898851.
Vancouver Güngör E, Kara Subasat H. 4-Piridin Boronik Asit Dikatyonu ve [Pd(S2C2O2)2] Dianyonu İçeren Yeni Bileşiğin Sentezi ve Kristal Yapısı. J. Inst. Sci. and Tech. 2021;11(3):1921-7.