scholarly journals Direct alkenylation of indolin-2-ones by 6-aryl-4-methylthio-2H-pyran-2-one-3-carbonitriles: a novel approach

2013 ◽  
Vol 9 ◽  
pp. 809-817 ◽  
Author(s):  
Sandeep Kumar ◽  
Ramendra Pratap ◽  
Abhinav Kumar ◽  
Brijesh Kumar ◽  
Vishnu K Tandon ◽  
...  
Keyword(s):  
Quantum Chemical Calculations ◽  
Relative Stability ◽  
Quantum Chemical ◽  
Noncovalent Interactions ◽  
Reaction Conditions ◽  
One Pot ◽  
Supramolecular Architectures ◽  
Novel Approach

A direct one-pot base-induced alkenylation of indolin-2-ones has been developed by using 6-aryl-4-methylthio-2H-pyran-2-one-3-carbonitriles. Different bases such as MeONa, NaH and t-BuONa have been used to optimize the reaction conditions to obtain the desired product. NaH in THF was found to be the most suitable for the alkenylation of indolin-2-ones. Reaction in the presence of other bases led to the formation of 1-aryl-3-methoxy/methylthio-5H-dibenzo[d,f][1,3]diazepin-6(7H)-ones. Quantum chemical calculations have been performed to explain the nature of the weak noncovalent interactions operating in the supramolecular architectures of alkenylated indoline-2-ones and to explain the relative stability of one of the tautomers with respect to the others.

scholarly journals Stereoselective Synthesis of Multisubstituted Cyclohexanes by Reaction of Conjugated Enynones with Malononitrile in the Presence of LDA

Molecules ◽  
2020 ◽  
Vol 25 (24) ◽  
pp. 5920
Author(s):  
Anastasiya V. Igushkina ◽  
Alexander A. Golovanov ◽  
Irina A. Boyarskaya ◽  
Ilya E. Kolesnikov ◽  
Aleksander V. Vasilyev
Keyword(s):  
Reaction Mechanism ◽  
Quantum Chemical Calculations ◽  
Relative Stability ◽  
Quantum Chemical ◽  
Room Temperature ◽  
Stereoselective Synthesis ◽  
Dft Method ◽  
Lithium Diisopropylamide ◽  
Reaction Conditions

Reaction of linear conjugated enynones, 1,5-diarylpent-2-en-4-yn-1-ones, with malononitrile in the presence of lithium diisopropylamide LDA, as a base, in THF at room temperature for 3–7 h resulted in the formation of the product of dimerization, multisubstituted polyfunctional cyclohexanes, 4-aryl-2,6-bis(arylethynyl)-3-(aryloxomethyl)-4-hydroxycyclohexane-1,1-dicarbonitriles, in yields up to 60%. Varying the reaction conditions by decreasing time and temperature and changing the ratio of starting compounds (enynone and malononitrile) allowed isolating some intermediate compounds, which confirmed a plausible reaction mechanism. The relative stability of possible stereoisomers of such cyclohexanes was estimated by quantum chemical calculations (DFT method). The obtained cyclohexanes were found to possess photoluminescent properties.

scholarly journals The phenyl vinyl ether–methanol complex: a model system for quantum chemistry benchmarking

2018 ◽  
Vol 14 ◽  
pp. 1642-1654 ◽  
Author(s):  
Dominic Bernhard ◽  
Fabian Dietrich ◽  
Mariyam Fatima ◽  
Cristóbal Pérez ◽  
Hannes C Gottschalk ◽  
...  
Keyword(s):  
Vinyl Ether ◽  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
Noncovalent Interactions ◽  
Cluster Method ◽  
Correct Prediction ◽  
Electronically Excited ◽  
Ether Oxygen ◽  
London Dispersion ◽  
Phenyl Vinyl

The structure of the isolated aggregate of phenyl vinyl ether and methanol is studied by combining a multi-spectroscopic approach and quantum-chemical calculations in order to investigate the delicate interplay of noncovalent interactions. The complementary results of vibrational and rotational spectroscopy applied in molecular beam experiments reveal the preference of a hydrogen bond of the methanol towards the ether oxygen (OH∙∙∙O) over the π-docking motifs via the phenyl and vinyl moieties, with an additional less populated OH∙∙∙P(phenyl)-bound isomer detected only by microwave spectroscopy. The correct prediction of the energetic order of the isomers using quantum-chemical calculations turns out to be challenging and succeeds with a sophisticated local coupled cluster method. The latter also yields a quantification as well as a visualization of London dispersion, which prove to be valuable tools for understanding the role of dispersion on the docking preferences. Beyond the structural analysis of the electronic ground state (S0), the electronically excited (S1) state is analyzed, in which a destabilization of the OH∙∙∙O structure compared to the S0 state is observed experimentally and theoretically.

One-pot synthesis, spectroscopic characterizations, quantum chemical calculations, docking and cytotoxicity of 1-((dibenzylamino)methyl)pyrrolidine-2,5-dione

2020 ◽  
Vol 1203 ◽  
pp. 127403 ◽  
Author(s):  
Krishnan Sarojini Devi ◽  
Palaniappan Subramani ◽  
Shanmugasundaram Parthiban ◽  
Namadevan Sundaraganesan
Keyword(s):  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
One Pot ◽  
One Pot Synthesis

scholarly journals Polyaniline/chitosan as a corrosion inhibitor for mild steel in acidic medium

RSC Advances ◽  
2019 ◽  
Vol 9 (16) ◽  
pp. 9211-9217 ◽  
Author(s):  
Peipei Kong ◽  
Huixia Feng ◽  
Nali Chen ◽  
Yong Lu ◽  
Shiyou Li ◽  
...  
Keyword(s):  
Mild Steel ◽  
Corrosion Inhibitor ◽  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
Acidic Medium ◽  
Metal Corrosion ◽  
Electrochemical Measurements ◽  
One Pot ◽  
Synthesis Route ◽  
Inhibition Performance

One-pot synthesis route for PANI/CTS preparation. The inhibition performance of PANI/CTS on metal corrosion in 0.5 M HCl was studied using electrochemical measurements and quantum chemical calculations.

scholarly journals Catalytic synthesis of 9-cis-retinoids: mechanistic insights

2019 ◽  
Vol 48 (28) ◽  
pp. 10581-10595 ◽  
Author(s):  
Shirin Kahremany ◽  
Adam Kubas ◽  
Gregory P. Tochtrop ◽  
Krzysztof Palczewski
Keyword(s):  
Microwave Irradiation ◽  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
Catalytic Synthesis ◽  
Coupled Cluster ◽  
Coupled Cluster Methods ◽  
Novel Approach ◽  
Mechanistic Investigation ◽  
Cluster Methods

Novel approach for the catalytic synthesis of 9-cis-retinoids using conventional heat and microwave irradiation, followed by mechanistic investigation using quantum chemical calculations at the level of coupled-cluster methods.

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