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Gama Işınları ile Işınlanmış Yeni Bir Isoquinoline Sulfonamide (C17H20BrNO3S) Maddesinin X-Bant EPR Çalışması

Year 2020, Volume: 8 , 46 - 52, 31.12.2020
https://doi.org/10.36306/konjes.821866

Abstract

Kaynaşık bir heteroksil bileşiği olan yeni epoxyisoquinoline sulfonamide maddesi (I), (4aS,7S,8aR)-8a-bromo-7-methyl-2-tosyl-2,3,4,7,8,8a-hexahydro-1H-4a,7-epoxyisoquinoline, yeşil ve kademeli bir süreç ile sentezlendi. Daha sonra doz hızı of 0.981 kGy/h olan 60Co-gama () kaynağı ile oda sıcaklığında 72 saat ışınlandı. I bileşiğinin EPR spektrumları, 150-340 K sıcaklık aralığında X-bant EPR spektrometresi kullanılarak manyetik alanda üç farklı yönelimde kaydedildi. Elde edilen sonuçlara göre, örneğe ait izotropik spektrumların olduğu görüldü ve C ̇H_3 H radikalinin varlığı gözlemlendi. Sonuçlar, Bruker WinEPR-Simfonia programı kullanılarak fit edildi. Radikalin aşırı ince yapı sabiti (A) ile deneysel izotropik spektroskopik değeri (g) hesaplandı.

References

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X-BAND EPR STUDIES OF GAMMA IRRADIATED A NEW ISOQUINOLINE SULFONAMIDE: C17H20BrNO3S

Year 2020, Volume: 8 , 46 - 52, 31.12.2020
https://doi.org/10.36306/konjes.821866

Abstract

A new epoxyisoquinoline sulfonamide as a fused heterocycle compound (I), (4aS,7S,8aR)-8a-bromo-7-methyl-2-tosyl-2,3,4,7,8,8a-hexahydro-1H-4a,7-epoxyisoquinoline was synthesized using green and cascade progress which was then irradiated by 60Co-gamma () ray source with a dose speed of 0.981 kGy/h at the room temperature for 72h. EPR spectra of I compound were measured at different orientations in magnetic field with X-band EPR spectrometer along the temperatures between 150-340 K. Isotropic spectrum was obtained without depending on temperature and radical structure, C ̇H_3 H was observed. Radical was simulated using the Bruker software WinEPR-Simfonia and the experimental isotropic g-value with hyperfine coupling constant of radical was calculated.

References

  • Alonso, R., and N-Garcia, O, 2013, J. Org. Chem., Vol. 78, pp. 2564-2570.
  • Aras, E., Karatas, O., Meric, Y., Abbass, H.K., Birey, M., and Kılıc, A., 2014, Radiat. Effects&Defects in Solids, Vol. 169(9), pp. 754-758.
  • Asik, B., Aras, E., Caliskan, B., Eken, M., and Birey, M., 2004, Radiat. Eff. Def. Solids, Vol. 159, pp. 55-60.
  • Atherton, N.M., 1973, “Electron Spin Resonance”, John Wiley&Sons, New York.
  • Brieger, G., and Bennett, J.N., 1980, Chem. Rev., Vol. 80, pp. 63-97.
  • Ceylan, Usta, A., Usta, K., Durmaz, F., and Coskun, A.,2013, J. Mol. Struct., Vol. 1050, pp. 69-72.
  • Ceylan, Y., Usta, K., Usta, A., Aydogmus, H.Y., and Guner, A., 2015, J. Mol. Struct., Vol. 1100, pp. 180-183.
  • Chatterjee, D., and Mahata, A., 2004, J. Photochem. Photobiol. A., Vol. 165, pp. 19-23.
  • Dereli, O., Türkkan, e., Özmen, A., and Yüksel, H., 2011, Radiat. Phys. And Chems., Vol. 80, pp. 742-749.
  • Dieudonne-Vatran, A., Azoulay, M., and Florent, J.-C, 2012, Org. Biomol. Chem., Vol.10, pp. 2683-2691.
  • Eaton, S.S., and Eaton, G.R, 2008, R. Soc. Chem., Vol. 21, pp. 59-75.
  • Glushkov, V.A., and Shklyaev, Y.V., 2001, Chem. Heterocycl. Compd., Vol. 37, pp. 663-687.
  • Gordy, W., 1980, “Theory and Applications of Electron Spin Resonance”, John Wiley&Sons, New York, Toronto.
  • Greenfield, A., and Grosanu, C., 2008, Tetrahedron Lett., Vol. 49, pp. 6300-6303.
  • Jafarppour, M., Rezaeifard, A., and Golshani, T., 2011, Phosphorus, Sulfur Silicon Relat. Elem., Vol. 186, pp. 140-148.
  • Karatas, O. and Aras, E., 2012, J. Mol. Struct., Vol. 1027, pp. 49-52.
  • Karatas, O, Aras, E., Karadag, A.H., and Islek, Y., 2016, Radiat. Effects&Defects in Solids, Vol. 171(7-8), pp. 651-657.
  • Luzzio, F.A., 2001, Tetrahedron, Vol. 57, pp. 915-945.
  • Padwa, A. And Flick, A.C., 2013, Adv. Hererocycl. Chem, Vol. 110, pp. 1-41.
  • Pettit, G.R., Meng, Y., Herald, D.L., Graham, K.A.N., Pettit, R.K., and Doubek, D.L., 2003, J. Nat. Prod., Vol. 66, pp. 1065-1069.
  • Pshezhetskii, S. Ya., and Kotov, A.G., 1973, “EPR of Free Radicals in Radiation Chemistry”, John Wiley&Sons, New York.
  • Sayin, U., Dereli, O., and Türkkan, E., 2012, J. Mol. Struct., Vol. 1007, pp. 179-184.
  • Schindler, C.S. and Carreira, E.M., 2009, Chem. Soc. Rev., Vol. 38, pp. 3222-3241.
  • Scozzafava, A., Owa, T., Mastrolorenzo, A., and Supuran, C.T., 2003, Curr. Med. Chem., Vol. 10, pp. 925-953.
  • Supuran, C.T., Casini, A., and Scozzafava, A., 2003, Med. Res. Rev., Vol. 5, pp. 535-558.
  • Takao, K.-i., Munakata, R. And Tadano, K.-i., 2005, Chem. Rev., Vol. 105, pp. 4779-4807.
  • Usta, A., Filiz, A., Birey, M., and Ozmen, A., 2011, Concepts Magn. Reason. Part A, Vol. 38(3), pp. 102-106.
  • Weil, J.A., and Wertz, J.R., 1994, Electron Paramagnetic Resonance Elemantary Theory and Practical Applications, John Wiley&Sons Inc., New York.
  • Yarbası, Z., Karabulut, B., and Karabulut, A., 2011, Spectrochimica Acta Part A, Vol. 83, pp. 337-339.
  • Yordanov, N.D. and Aleksieva, K., 2019, Radiation. Phys. Chem., Vol. 78, pp. 213-216.
There are 30 citations in total.

Details

Primary Language English
Subjects Engineering
Journal Section Research Article
Authors

Özgül Karataş 0000-0003-3848-5800

Yusuf Ceylan 0000-0003-0588-1188

Publication Date December 31, 2020
Submission Date November 5, 2020
Acceptance Date December 20, 2020
Published in Issue Year 2020 Volume: 8

Cite

IEEE Ö. Karataş and Y. Ceylan, “X-BAND EPR STUDIES OF GAMMA IRRADIATED A NEW ISOQUINOLINE SULFONAMIDE: C17H20BrNO3S”, KONJES, vol. 8, pp. 46–52, 2020, doi: 10.36306/konjes.821866.