Synthesis of brominated phenstatin derivatives via cerium (IV) ammonium nitrate / lithium bromide (CAN/LiBr) and investigation with the density functional theory (DFT)

Yasin Çetinkaya

doi:10.16984/saufenbilder.270715

Research Article

Bromlu fenstatin türevlerinin seryum (IV) amonyum nitrat/lityum bromür (CAN/LiBr) ile sentezi ve yoğunluk fonksiyonel teorisi (DFT) ile incelenmesi

Year 2017, Volume: 21 Issue: 3, 481 - 488, 01.06.2017

Yasin Çetinkaya

https://doi.org/10.16984/saufenbilder.270715

Cited By: 1

Abstract

Bu
çalışmada, Eaton reaktifi (CH₃SO₃H/P₂O₅)
kullanılarak fenstatin türevi olan (3,4-dimetoksifenil)(3,4,5-trimetoksifenil)metanon
(7) sentezlendi. Diarilmetanon 7’nin seryum (IV) amonyum nitrat (CAN/LiBr)
kullanılarak bromlanması ile (2-brom-3,4,5-trimetoksifenil)(3,4-dimetoksifenil)metanon
(10) ve (2,6-dibrom-3,4,5-trimetoksifenil) (3,4-dimetoksifenil)metanon (11)
sentezlendi. Sentezlenen bileşiklerin yapıları IR, HRMS, ¹H ve ¹³C NMR
spektroskopisi ile aydınlatıldı. Bileşiklerin geometrik parametreleri GAUSSIAN
09W paket programı kullanılarak, yoğunluk fonksiyonel teorisi (DFT)
B3LYP/6-311G(d,p) metodu ile optimize edildi ve yapısal parametreleri (bağ
açıları, bağ uzunlukları ve dihedral açıları) incelendi.

Keywords

Fenstatin, brominasyon, seryum (IV) amonyum nitrat (CAN), Eaton reaktifi

Synthesis of brominated phenstatin derivatives via cerium (IV) ammonium nitrate / lithium bromide (CAN/LiBr) and investigation with the density functional theory (DFT)

Year 2017, Volume: 21 Issue: 3, 481 - 488, 01.06.2017

Yasin Çetinkaya

https://doi.org/10.16984/saufenbilder.270715

Cited By: 1

Abstract

In this study,
(3,4-dimethoxyphenyl) (3,4,5-trimethoxyphenyl) methanone (7) being phenstatin
derivation was synthesized using Eaton's
reagent (CH₃SO₃H / P₂O₅). Novel
compound (2-bromo-3,4,5-trimethoxyphenyl) (3,4-dimethoxyphenyl) methanone (10)
and (2,6-dibromo-3,4,5-trimethoxyphenyl) (3,4-dimethoxyphenyl) methanone (11)
were synthesized with the bromination of
diarylmethanone 7 with ceric (IV) ammonium nitrate (CAN/LiBr). In order to determine the structures of the
compounds synthesized, IR, HRMS, ¹H and ¹³C NMR
spectroscopic analysis were used. Geometrical
parameters of the products were optimized with the density functional theory
(DFT) B3LYP method using the 6-311G(d,p) basis set implemented Gaussian 09 and
analyzed their structural parameters (bond lenghts, bond angles, dihedral
angles).

Keywords

Phenstatin, bromination, serium (IV) ammonium nitrate (CAN), Eaton’s reagent

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Details

Subjects	Engineering
Journal Section	Research Articles
Authors	Yasin Çetinkaya
Publication Date	June 1, 2017
Submission Date	December 1, 2016
Acceptance Date	March 21, 2017
Published in Issue	Year 2017 Volume: 21 Issue: 3

Cite

APA	Çetinkaya, Y. (2017). Synthesis of brominated phenstatin derivatives via cerium (IV) ammonium nitrate / lithium bromide (CAN/LiBr) and investigation with the density functional theory (DFT). Sakarya University Journal of Science, 21(3), 481-488. https://doi.org/10.16984/saufenbilder.270715
AMA	Çetinkaya Y. Synthesis of brominated phenstatin derivatives via cerium (IV) ammonium nitrate / lithium bromide (CAN/LiBr) and investigation with the density functional theory (DFT). SAUJS. June 2017;21(3):481-488. doi:10.16984/saufenbilder.270715
Chicago	Çetinkaya, Yasin. “Synthesis of Brominated Phenstatin Derivatives via Cerium (IV) Ammonium Nitrate / Lithium Bromide (CAN/LiBr) and Investigation With the Density Functional Theory (DFT)”. Sakarya University Journal of Science 21, no. 3 (June 2017): 481-88. https://doi.org/10.16984/saufenbilder.270715.
EndNote	Çetinkaya Y (June 1, 2017) Synthesis of brominated phenstatin derivatives via cerium (IV) ammonium nitrate / lithium bromide (CAN/LiBr) and investigation with the density functional theory (DFT). Sakarya University Journal of Science 21 3 481–488.
IEEE	Y. Çetinkaya, “Synthesis of brominated phenstatin derivatives via cerium (IV) ammonium nitrate / lithium bromide (CAN/LiBr) and investigation with the density functional theory (DFT)”, SAUJS, vol. 21, no. 3, pp. 481–488, 2017, doi: 10.16984/saufenbilder.270715.
ISNAD	Çetinkaya, Yasin. “Synthesis of Brominated Phenstatin Derivatives via Cerium (IV) Ammonium Nitrate / Lithium Bromide (CAN/LiBr) and Investigation With the Density Functional Theory (DFT)”. Sakarya University Journal of Science 21/3 (June 2017), 481-488. https://doi.org/10.16984/saufenbilder.270715.
JAMA	Çetinkaya Y. Synthesis of brominated phenstatin derivatives via cerium (IV) ammonium nitrate / lithium bromide (CAN/LiBr) and investigation with the density functional theory (DFT). SAUJS. 2017;21:481–488.
MLA	Çetinkaya, Yasin. “Synthesis of Brominated Phenstatin Derivatives via Cerium (IV) Ammonium Nitrate / Lithium Bromide (CAN/LiBr) and Investigation With the Density Functional Theory (DFT)”. Sakarya University Journal of Science, vol. 21, no. 3, 2017, pp. 481-8, doi:10.16984/saufenbilder.270715.
Vancouver	Çetinkaya Y. Synthesis of brominated phenstatin derivatives via cerium (IV) ammonium nitrate / lithium bromide (CAN/LiBr) and investigation with the density functional theory (DFT). SAUJS. 2017;21(3):481-8.

Sakarya University Journal of Science

Bromlu fenstatin türevlerinin seryum (IV) amonyum nitrat/lityum bromür (CAN/LiBr) ile sentezi ve yoğunluk fonksiyonel teorisi (DFT) ile incelenmesi

Abstract

Keywords

Synthesis of brominated phenstatin derivatives via cerium (IV) ammonium nitrate / lithium bromide (CAN/LiBr) and investigation with the density functional theory (DFT)

Abstract

Keywords

Details

Cite

Cited By

AlCl3-Catalyzed Cascade Reactions of 1,2,3-Trimethoxybenzene and Adipoyl Chloride: Spectroscopic Investigations and Density Functional Theory Studies

ACS Omega

https://doi.org/10.1021/acsomega.2c04612