Synthesis, crystal structure and electronic applications of monocarboxylic acid substituted phthalonitrile derivatives combined with DFT studies

Tunç, Gülenay; Canımkurbey, Betül; Dedeoglu, Burcu; Zorlu, Yunus; Eryılmaz, Serpil; Gürek, Ayşe Gül

doi:10.1016/j.molstruc.2021.130545

Cited by 5 publications

(2 citation statements)

References 60 publications

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“…The hydrolysis of succinimide under alkaline conditions and subsequent lactonization afforded carboxylic acid 12 [22] . Amide trans ‐ 13 was obtained by changing the nucleophile in the ring‐opening reaction to ammonium hydroxide [23] . These methods may be useful for not only accessing various chiral building blocks but also accelerating the manufacture of various biologically active substances.…”

Section: Resultsmentioning

confidence: 99%

Enantioselective and Chemoselective Phosphine Oxide‐catalyzed Aldol Reactions of N‐Unprotected Cyclic Carboxyimides

Yoshiwara

Kotani

Nakajima

2023

Chemistry A European J

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Asymmetric catalytic transformations of N-unprotected cyclic carboxyimides such as succinimides, hydantoins, oxazolidinediones, and glitazones, is a powerful way of directly accessing variety of biologically valuable chiral compounds. Herein, a bis(trichlorosilyl) nucleophilic intermediate formed from cyclic carboxyimides was reacted with aldehydes via (S)-SEGPHOS dioxide (SEGPHOSO), proceeding the aldol reaction in highly enantioselective fashion through a cyclic transition state. Furthermore, N-unprotected carboxyimides were chemoselectively activated, even in the presence of N-alkylated carboxyimides, to undergo stereoselective and chemoselective aldol reactions via in situ silicon tetrachloride activation. The functionalized cyclic carboxyimides is readily derived to the several synthetic units derivatization to various chiral building blocks without unnecessary protection/deprotection steps.

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Section: Resultsmentioning

confidence: 99%

Enantioselective and Chemoselective Phosphine Oxide‐catalyzed Aldol Reactions of N‐Unprotected Cyclic Carboxyimides

Yoshiwara

Kotani

Nakajima

2023

Chemistry A European J

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“…In physics, chemistry, and materials science, density functional theory (DFT) is a computational quantum mechanical modeling tool used to examine the electronic structure (or nuclear structure) of atoms, molecules, and dense phases in a variety of ways [9]. With advances in technique and applications, it is now possible to acquire high-quality predicted attributes such as lattice constants, cohesion/absorption energies, band structures, surface reactivity, thermochemistry, rate constants, and other physical and chemical parameters [10,11]. As a result, the microscopic mechanism can be analyzed by constructing interaction models between different components.…”

Section: Introductionmentioning

confidence: 99%

DFT Calculations and Molecular Docking Study in 6-(2”-Pyrrolidinone-5”-Yl)-(-) Epicatechin Molecule From Flavonoids

BAĞLAN>

Yıldıko

GÖREN>

2023

Eskişehir Teknik Üniversitesi Bilim Ve Teknoloji Dergisi B - Teorik Bilimler

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The 6-311G(d,p) and SDD basis sets have been used to calculate the vibration frequencies, and the DFT/B3LYP approach was used to optimize the structure. The energy gap of the molecule has been calculated using the lowest unoccupied molecular orbital (LUMO) with the highest occupied molecular orbital (HOMO). The stability and charge delocalization of the Title molecule have been investigated using natural bond orbital (NBO) analysis. The dipole moment, polarizability, and first-order hyperpolarizability, as well as the molecular electrostatic potentially (MEP) and thermodynamic features, have been used to compute the nonlinear optical (NLO) behavior of the title molecule. The Schrödinger program was used to conduct molecular docking works to determine information about the interactions between the AChE and BChE enzymes and the chemical. In addition, a molecular docking study was analyzed for compounds PEP with AChE and BChE synthase binding protenins (PDB:4M0E) and (PDB:6SAM) using the Discovery Studio 2021 Client program. Compound AChE showed -7.105 kcal/mol while compounds BChE showed a inding score of -7.784 kcal/mol.

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Substituted naphthoxy-phthalonitrile derivatives: Synthesis, substituent effects, DFT, TD-DFT Calculations, antimicrobial properties and DNA interaction studies

Erdoğan

Başkan

Serdaroğlu

2023

Computational Biology and Chemistry

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Synthesis, crystal structure and electronic applications of monocarboxylic acid substituted phthalonitrile derivatives combined with DFT studies

Cited by 5 publications

References 60 publications

Enantioselective and Chemoselective Phosphine Oxide‐catalyzed Aldol Reactions of N‐Unprotected Cyclic Carboxyimides

Enantioselective and Chemoselective Phosphine Oxide‐catalyzed Aldol Reactions of N‐Unprotected Cyclic Carboxyimides

DFT Calculations and Molecular Docking Study in 6-(2”-Pyrrolidinone-5”-Yl)-(-) Epicatechin Molecule From Flavonoids

Substituted naphthoxy-phthalonitrile derivatives: Synthesis, substituent effects, DFT, TD-DFT Calculations, antimicrobial properties and DNA interaction studies

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