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Newer chalcone scaffolds with reactive functional groups: Process, spectral and single crystal XRD studies
Niteen Borane (1)
, Amar Ghanshyam Deshmukh (2) , Nidhi Harnesh Oza (3) , Rajamouli Boddula (4) , Paresh Narayan Patel (5,*) (1) Laboratory of Bio-Organic Chemistry, Tarsadia Institute of Chemical Science, Uka Tarsadia University, Bardoli - 394350, Gujarat, India
(2) Laboratory of Bio-Organic Chemistry, Tarsadia Institute of Chemical Science, Uka Tarsadia University, Bardoli - 394350, Gujarat, India
(3) Laboratory of Bio-Organic Chemistry, Tarsadia Institute of Chemical Science, Uka Tarsadia University, Bardoli - 394350, Gujarat, India
(4) Laboratory of Bio-Organic Chemistry, Tarsadia Institute of Chemical Science, Uka Tarsadia University, Bardoli - 394350, Gujarat, India
(5) Laboratory of Bio-Organic Chemistry, Tarsadia Institute of Chemical Science, Uka Tarsadia University, Bardoli - 394350, Gujarat, India
(*) Corresponding Author
Received: 25 Dec 2022 | Revised: 25 Mar 2023 | Accepted: 30 Mar 2023 | Published: 30 Jun 2023 | Issue Date: June 2023
Abstract
Chalcones are versatile scaffolds for the synthesis of various heterocyclic systems with commercial utility. This work describes the synthesis of five novel chalcone derivatives. Syntheses were performed by a simple one-pot, straightforward Claisen-Schmidt condensation catalyzed with pyrrolidine and KOH. The chalcones were prepared by condensation of 4-formylbenzonitrile with different aromatic ketones at room temperature. The structures of all compounds have been investigated by FT-IR, NMR, and HR-MS spectroscopy. In addition, one chalcone structure was characterized by single-crystal XRD study. Crystal data for C21H15NO2 (Ch2): monoclinic, space group P21/c (no. 14), a = 6.5694(3) Å, b = 33.2697(15) Å, c = 7.4516(4) Å, β = 97.563(2)°, V = 1614.47(14) Å3, Z = 4, T = 293(2) K, μ(MoKα) = 0.083 mm-1, Dcalc = 1.289 g/cm3, 16000 reflections measured (4.898° ≤ 2Θ ≤ 49.99°), 2822 unique (Rint = 0.0249, Rsigma = 0.0196) which were used in all calculations. The final R1 was 0.0484 (I > 2σ(I)) and wR2 was 0.1257 (all data). The absorption maxima of all novel products were evaluated by UV-visible spectroscopy. These well-established structures of all newly prepared chalcone scaffolds with reactive functional groups (i.e. nitrile and 2-propenone) can be exploited as a crucial intermediate in the synthesis of new heterocyclic scaffolds with fluorescence and other applications.
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DOI: 10.5155/eurjchem.14.2.297-302.2405
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The work was financially supported by the GUJCOST, Government of India (Project No. GUJCOST/2020-21/2012).
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DOI Link: https://doi.org/10.5155/eurjchem.14.2.297-302.2405
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European Journal of Chemistry 2023, 14(2), 297-302 | doi: https://doi.org/10.5155/eurjchem.14.2.297-302.2405 | Get rights and content
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