Synthesis, structural elucidation and DFT studies of ortho-hydroxy acetophenones

Seth, Saikat Kumar; Hazra, Dipak Kumar; Mukherjee, Monika; Kar, Tanusree

doi:10.1016/j.molstruc.2009.08.013

Cited by 18 publications

(10 citation statements)

References 32 publications

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“…A search of the crystal structural database (CSD, version 5.32) 20 with both acetophenone moieties with unsubstituted and different substitution (3, 4-substitution; 2, 4, 6-substitution, and 2, 3, 4, 6-substitution) yielded only 28 hits (excluding duplicate structure determinations), 16 of which had different kinds of substituents with the remaining 12 having similar substituents like title compounds. Among 12 similar structures retrieved from CSD, only 2 (HUZLET 21 and ROMFEF 22 ) have 3, 4-substitutions, only 3 (JERSUV, 23 WEWRIA, 24 and WUGNAO 25 ) have 2, 4, 6-substitutions and 7 (GESROM, 26 NARBAJ, 27 PARLIE, 28 PARLOK, 28 QAMNUN, 29 XEGXOW, 30 and WUGNES 25 ) have 2, 3, 4, 6-substitutions. The unsubstituted acetophenone skeleton (ACETPH 31 ) is retrieved from the CSD, however yet to be reported.…”

Section: Introductionmentioning

confidence: 99%

Insight into supramolecular self-assembly directed by weak interactions in acetophenone derivatives: crystal structures and Hirshfeld surface analyses

Sarkar²,

et al. 2011

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The crystallographic study of four acetophenone derivatives (1-4) is reported in the context of crystal engineering with a detailed analysis of Hirshfeld surfaces and fingerprint plots facilitating a comparison of intermolecular interactions in building different supramolecular self-assemblies. The X-ray study reveals that molecules of 1-4 are linked by cooperative weak C-H/O, C-H/p and p/p stacking interactions which are responsible for the formation and strengthening of molecular assembly. The substituting benzyl units are used as a potential scaffold for designing supramolecular self-assembly via C-H/p forces. Investigation of Hirshfeld surface analysis reveals a much more detailed scrutiny in comparison to these weak forces experienced by each compound. A comparison of Hirshfeld surfaces in the title derivatives with similar substituted and unsubstituted structures retrieved from the Cambridge Structural Database (CSD) has been presented.

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Section: Introductionmentioning

confidence: 99%

Insight into supramolecular self-assembly directed by weak interactions in acetophenone derivatives: crystal structures and Hirshfeld surface analyses

Sarkar²,

et al. 2011

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“…Seth et al investigated the spectroscopic and X-ray structure of ortho-hydroxy acetophenones [5]. Pei et al investigated the Franck-Condon region photodissociation dynamics of p-nitroacetophenone using resonance Raman spectroscopy and density functional theory calculations [6].…”

Section: Introductionmentioning

confidence: 99%

FT-IR and FT-Raman spectral investigation, computed IR intensity and Raman activity analysis and frequency estimation analysis on 4-chloro-2-bromoacetophenone using HF and DFT calculations

Ramalingam¹,

Anbusrinivasan²,

Periandy³

2011

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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“…Among them, hydroxy acetophenone is employed as building block for the synthesis of rubbers, plastics, agrochemicals flavor, fragrances and pharmaceuticals. Due to the versatile behaviors of acetophenone, Seth et al investigated the crystallograpic and spectroscopic studies of ortho-hydroxy acetophenones [4]. Recently, many researchers have studied the computational and vibrational spectra of hydroxyacetophenone derivatives [5,6].…”

Section: Introductionmentioning

confidence: 99%

Vibrational Spectroscopic and Computational Analysis of 5-chloro-2-hydroxy Acetophenone

2020

IJRTE

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Fourier Transfer infrared and Raman spectra in the range of 4000-400 cm-1 and 3500-50 cm-1 were recorded to study the vibrational spectra of 5-chloro-2-hydroxyacetophenone (CHAP). Using density functional theory (DFT/B3LYP) with 6-31+G(d,p) and 6-311++G(d,p) basis sets the various geometrical parameters such as Raman activities, infrared intensities and optimum frequencies were calculated. The HOMO-LUMO energy gap has been computed which confirms the charge transfer of the molecular system. Mulliken’s atomic charges associated with each atom and thermodynamic parameters have also been reported with the same level of DFT.

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Synthesis, structural elucidation and DFT studies of ortho-hydroxy acetophenones

Cited by 18 publications

References 32 publications

Insight into supramolecular self-assembly directed by weak interactions in acetophenone derivatives: crystal structures and Hirshfeld surface analyses

Insight into supramolecular self-assembly directed by weak interactions in acetophenone derivatives: crystal structures and Hirshfeld surface analyses

FT-IR and FT-Raman spectral investigation, computed IR intensity and Raman activity analysis and frequency estimation analysis on 4-chloro-2-bromoacetophenone using HF and DFT calculations

Vibrational Spectroscopic and Computational Analysis of 5-chloro-2-hydroxy Acetophenone

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