SavedAdd your journal

Journals / Hacettepe Journal of Biology and Chemistry / 2007 / Cilt: 35 - Sayı: 3

DFT thermochemical investigation of rearrangement for 3-hydroxy analogs of 2,3-dihydrobenzothiophen-2-and -3-ones

Deniz HÜR
Pages
187–193
Publication Date
2022-10-17
DOI
—
🏛️Bibliographic metadata and full text access for this article are provided via DergiPark.
DergiPark Record ↗
✨

AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

Thermodynamic and kinetic controlled reaction coordinate for the rearrangement of 2-benzotriazol-1-yl-2-alkyl-3- phenyl-2,3-dihydro-benzo[b]thiophen-3-ol derivatives have been predicted by using DFT calculated thermodynamic properties and comparing DFT calculated NMR and IR spectroscopic properties with experimental ones.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Thermodynamic and kinetic controlled reaction coordinate for the rearrangement of 2-benzotriazol-1-yl-2-alkyl-3- phenyl-2,3-dihydro-benzo[b]thiophen-3-ol derivatives have been predicted by using DFT calculated thermodynamic properties and comparing DFT calculated NMR and IR spectroscopic properties with experimental ones.
📊
Key Findings & Data:Thermodynamic and kinetic controlled reaction coordinate for the rearrangement of 2-benzotriazol-1-yl-2-alkyl-3- phenyl-2,3-dihydro-benzo[b]thiophen-3-ol derivatives have been predicted by using DFT calculated thermodynamic properties and comparing DFT calculated NMR and IR spectroscopic properties with experimental ones.
💡
Conclusion & Impact:Thermodynamic and kinetic controlled reaction coordinate for the rearrangement of 2-benzotriazol-1-yl-2-alkyl-3- phenyl-2,3-dihydro-benzo[b]thiophen-3-ol derivatives have been predicted by using DFT calculated thermodynamic properties and comparing DFT calculated NMR and IR spectroscopic properties with experimental ones.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters

Abstract

Thermodynamic and kinetic controlled reaction coordinate for the rearrangement of 2-benzotriazol-1-yl-2-alkyl-3- phenyl-2,3-dihydro-benzo[b]thiophen-3-ol derivatives have been predicted by using DFT calculated thermodynamic properties and comparing DFT calculated NMR and IR spectroscopic properties with experimental ones.

🔖

Cite This Article

HÜR, D. (2022). DFT thermochemical investigation of rearrangement for 3-hydroxy analogs of 2,3-dihydrobenzothiophen-2-and -3-ones. Hacettepe Journal of Biology and Chemistry, Cilt: 35 - Sayı: 3, 187–193. https://ajindex.com/articles/529380

📄 Full Text PDF Viewer

📄

PDF görüntüleyici hazırlanıyor...

References (9)

  1. Tamura Y., Bayomi, S. M., Mukai, C., Ikeda, M.Murase, M., Kise, M. Sulfilimines in organic syntheses: new entries into tetrahydro-1,2- benzothiazepine and 1,2-benzisothiazole systems. Tetrahedron Lett. 21, 533,1980. (b) Tamura, Y., Bayomi, S. M., Mukai, C., Ikeda, M., Kise, M. Novel Conversion of Benzo[b]thiophen-3(2H)-ones into 1,2-Benzisothiazole and Tetrahydro-1,2- benzothiazepin-5-one Systems via Sulphimide Intermediates. J. Chem. Soc., Perkin Trans. 1 (1980) 2830
  2. Beck, J. R. Facile Synthesis of 2-Phenyl benzo[b]thiophene-3-amin and corresponding Soxides. J. Heterocycl. Chem. 15 (1978) 513
  3. Cabiddu, M. G., Cabiddu, S., Fattuoni, C., Floris, C., Gelli, G., Melis, S. Metalation Reactions.19. Onestep Synthesis of 5-Membered Heterocyclic- Compounds Involving The Dilithiated Species 2- Lithio [(1-Lithio-1-Methyl ethyl) sulfonyl] benzene. Synthesis, 41(1993)
  4. Regitz, M. Reaktionen Aktiver Methylen verbindungen mit aziden. V. Uber ein alpha-Diazo- Beta-Keto-Sulfon. Chem. Ber. 98 (1965) 36
  5. Shenoy, V.U., Patel, V. P., Seshadri, S. Disperse Dyes Derived From 3-Oxo-2,3-Dihydrobenzo[b] Thiophene-1,1-dioxide and 3-Dicyanomethylene- 2,3-dihydrobenzo [b] thiophene-1,1-dioxide. Dyes and Pigments, 11 (1989) 37. 6. (a) Hudson, A. T., Pether, M. J. Formation of 2-Acyl benzo [b] thiophen- 3 -(2H) -ones from 2- Substitued 3-Chlorothichromen-4-ones. J.Chem. Res. (S), 56 1983. (b) Gabbutt, C. D., Hepworth, J. D., Heron, B. M., Kanjia, M. Ring contraction of sulfenamides derived from thiochroman-4-ones. Tetrahedron, 50 (1994) 827
  6. Katritzky, A. R., Kirichenko, K., Hür, D., Zhao, X., Ji, Y, Steel, P.J. Synthesis of 2,3-dihydrobenzofuran-2- ones and 2,3-dihydrobenzothiophene-2- and 3-ones by rearrangements of 3-hydroxy analogs. ARKIVOC, vi, 27 (2004)
  7. Hamdach, A., El Hadrami, E. M., Hajji, C., Zaballos- Garcia, E., Sepulveda-Arques, J., Zaragoza, R. J. Experimental and theoretical DFT study of the reaction of 3-amino-1,2-diols with dichloromethane and paraformaldehyde. Tetrahedron, 60 (2004) 10353
  8. Hermida-Ramon, J.M., Pena-Gallego, A., Martinez- Nunez, E., Fernandez-Ramos, A., Cabaleiro-Lago, E. M. A quantum chemical study of aniline/ammonia clusters. Thermodynamic pro-perties and frequency analysis. Journal of Molecular Structure (Theochem), 497 (2000) 105
  9. Bazyleva, A. B., Kabo, G. J., Paulechka, Y. U., Zaitsau, D. H., Blokhin, A.V., Sevruk, V. M. The thermodynamic properties of 1-bromoadamantane in the gaseous state. Thermochimica Acta, 436 (