Journals / Turkish Journal of Chemistry / 2018 / Cilt: 42 - Sayı: 4

Syntheses and characterizations of cyclotriphosphazenes containing a 4-oxy-1-naphthaldehyde group

Pages
1174–1183
Publication Date
2022-11-04
DOI
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AI Summary & Key Takeaways

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⚡ TL;DR(Too Long; Didn't Read)

The structures of the new compounds (3–7) were determined by elemental analysis, FT-IR, and mass and nuclear magnetic resonance ( 1 H and 31P) spectroscopies.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:The nucleophilic substitution reaction of hexachlorocyclotriphosphazene (N3P3 Cl 6 , trimer) (1) with 4- hydroxy-1-naphthaldehyde (2) has been investigated for the first time. 4′ -Oxy-1′ -naphthaldehyde substituted mono- (3), bis- (4), and tris- (5) cyclotriphosphazenes were obtained from the nucleophilic substitution of compound 1 with 2 in a 1:2 molar ratio in the presence of Cs 2 CO3 in acetone at reflux.
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Key Findings & Data:The pentakis-(6) and hexakis-substituted (7) cyclotriphosphazenes were prepared from the reaction of 1 with 2 in a 1:7 molar ratio using K2 CO3 as a proton abstractor in tetrahydrofuran at room temperature.
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Conclusion & Impact:The structures of the new compounds (3–7) were determined by elemental analysis, FT-IR, and mass and nuclear magnetic resonance ( 1 H and 31P) spectroscopies.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters

Abstract

The nucleophilic substitution reaction of hexachlorocyclotriphosphazene (N3P3 Cl 6 , trimer) (1) with 4- hydroxy-1-naphthaldehyde (2) has been investigated for the first time. 4′ -Oxy-1′ -naphthaldehyde substituted mono- (3), bis- (4), and tris- (5) cyclotriphosphazenes were obtained from the nucleophilic substitution of compound 1 with 2 in a 1:2 molar ratio in the presence of Cs 2 CO3 in acetone at reflux. The pentakis-(6) and hexakis-substituted (7) cyclotriphosphazenes were prepared from the reaction of 1 with 2 in a 1:7 molar ratio using K2 CO3 as a proton abstractor in tetrahydrofuran at room temperature. The structures of the new compounds (3–7) were determined by elemental analysis, FT-IR, and mass and nuclear magnetic resonance ( 1 H and 31P) spectroscopies.

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Cite This Article

ÇİFTÇİ, G. Y., EÇİK, E. T., İBİŞOĞLU, H. (2022). Syntheses and characterizations of cyclotriphosphazenes containing a 4-oxy-1-naphthaldehyde group. Turkish Journal of Chemistry, Cilt: 42 - Sayı: 4, 1174–1183. https://ajindex.com/articles/601995

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References (26)

  1. Akbaş, H.; Karadağ, A.; Aydın, A.; Destegül, A.; Kılıç, Z. J. Mol. Liq. 2017, 230, 482-495
  2. Allen, C. W. Chem. Rev. 1991, 91, 119-135
  3. Şenkuytu, E. Inorg. Chim Acta 2018, 479, 58-65
  4. Uslu, A.; Özcan, E.; Dural, S.; Yuksel, F. Polyhedron 2016, 117, 394-403
  5. Tümay, S. O.; Sarıkaya, S. Y.; Yeşilot, S. J. Lumin. 2018, 196, 126-135
  6. Eçik, E. T.; Şenkuytu, E.; Cebesoy, Z.; Çiftçi, G. Y. RSC Adv. 2016, 6, 47600-47606
  7. Jimeénez, J.; Callizo, L.; Serrano, J. L.; Barberaé, J.; Oriol, L. Inorg. Chem. 2017, 56, 7907-7921
  8. Choi, J. A.; Kang, Y.; Kim, D. W. Electrochim. Acta 2013, 89, 359-364
  9. Dutkiewicz, M.; Przybylak, M.; Januszewski, R.; Maciejewski, H. Polym. Degrad. Stab. 2018, 148, 10-18
  10. Akbaş, H.; Okumuş, A.; Karadağ, A.; Kılıç, Z.; Hökelek, T.; Koç, L. Y.; Açık, L.; Aydın, B.; Türk, M. J. Therm. Anal. Calorim. 2016, 123, 1627-1641
  11. Rokade, Y. B.; Sayyed, R. Z. Rasayan J. Chem. 2009, 2, 972-980
  12. El-Zahara, M. I.; El-Karima, S. S. A.; Anwara, M. M.; Danial, E. M. Der Pharma Chemica 2010, 2, 118-134
  13. Matsushita, Y.; Jang, I. C.; Takanori, I.; Fukushima, K.; Lee, J. M.; Park, H. R.; Lee, S. C. J. Wood Sci. 2011, 57, 161-165
  14. Das, A. K.; Goswami S. Sens. Actuators B 2017, 245, 1062-1125
  15. Vela, M. A.; Fronczek, F. R.; Horn, G. W.; McLaughlin, M. L. J. Org. Chem. 1990, 55, 2913-2918
  16. Kelley, C.; Lu, S.; Parhi, A.; Kaul, M.; Pilch, D. S.; LaVoie, E. J. Eur. J. Med. Chem. 2013, 60, 395-409
  17. Deneva, V.; Manolova, Y.; Lubenov, L.; Kuteva, V.; Kamounah, F. S.; Nikolova, R.; Shivachev, B.; Antonov, L. J. Mol. Struct. 2013, 1036, 267-273
  18. Fabian, W. M. F.; Antonov, L.; Nedeltcheva, D.; Kamounah, F. S.; Taylor, P. J. J. Phys. Chem. A 2004, 108, 7603-7612
  19. Carriedo, G. A.; Alonso, F. J. G.; Gonzdlez, P. A. Macromol. Rapid Commun. 1997, 18, 371-377
  20. Carriedo, C. A.; Fernandez-Catuxo, L.; Alonso, F. J. G.; Elipe, P. G.; Gonzalez, P. A.; Sanchez, C. J. Polym. Sci. 1996, 59, 1879-1885
  21. Albayrak, Ç.; Koşar, B.; Odabaşoğlu, M.; Büyükgüngör, O. Crystallography Reports 2010, 55, 1203-1206
  22. Launay, N.; Caminade, A. M.; Majoral, J. P. J. Organomet. Chem. 1997, 529, 51-58
  23. Muhammad, R.; Rekha, P.; Mohanty, P. RSC Adv. 2016, 6, 17100-17105
  24. Ju, Z.; Ye, Y.; Wang, L.; Liao, X.; Zhao, Y. Phosphorus Sulfur 2009, 184, 2103-2108
  25. Zhou, L.; Zhang, G.; Li, J.; Feng, Y. Phosphorus Sulfur 2016, 191, 1194-1198
  26. Chandrasekhar, V.; Athimoolam, A.; Srivatsan, S. G.; Sundaram, P. S.; Verma, S.; Steiner, A.; Za