Substituent Electronic Effects on the Mulliken Charges of N-(4-Substituted Benzylidene)-1-Phenylmethanamine Oxide Elucidated by DFT Calculations
نویسنده
چکیده
Calculations based on density functional methods are carried out to investigate the effects of a variety of substituents (NMe2, OMe, Me, F, H, Cl, CN, NO2) on the Mulliken charges (QM) for Cα and N atoms of N-(4-Substituted benzylidene)-1-phenylmethanamine oxide using Hammett’s MSP and Taft’s DSP equations. The MSP and DSP correlations give normal substituent effect at Cα and N atom sites. This can be attributed to extended πpolarization, which predominates over the localized π-polarization.
منابع مشابه
P-Dodecylbenzenesulfonic acid (DBSA), a Brønsted acidSurfactant Catalyst for Synthesis of α, ά-bis(substituted benzylidene)cycloalkanones with Electron-Withdrawing Substituent in Aqueous Media
An array of aromatic aldehydes with electron withdrawing groupunderwent crossed-Aldol condensation with cycloalkanone in the presence of catalytic amounts of DBSA under aqueous media to afford the corresponding α, ά-bis(substituted-benzylidene) cycloalkanones in good yields. The electronic effects on aromatic aldehydes could be observed. The present method is operationally simple and use of wat...
متن کاملTheoretical insight of substituent effect in para substituted Fe(CO)4–pyridine complexes
Abstract: Systematic studies on the substituent effect in para substituted Fe(CO)4–pyridine complexes have been studied on the basis of DFT quantum-chemical calculations. The following substituents were taken into consideration: NO2, CN, CHO, F, H, CH3, and OH. Additionally, the Fe–N and Fe–C bonds were characterized on the basis of Atoms in Molecules topological analysis of electron density. I...
متن کاملA Comparative DFT Study on Structural and Electronic Properties of C24 and Some of Its Derivatives: C12B6N6, B6N6C12 and B12N12
The structural stabilities, geometry and electronic properties of C24 and some its heterofullerenederivatives are compared at the B3LYP/6-311-EFG**//B3LYP/6-31+G* level of theory. Vibrationalfrequency calculations show that all the systems are true minima. The calculated binding energies ofheterofullerenes show C24 as the, most stable fullerenes by 9.03eV/atom. While decreasing bindingenergy in...
متن کاملOptimization of Enaminone structures and investigation of substituent effects on molecular stability using HF and DFT soft computational methods
Enaminones are chemical compounds consisting of an amino group (−N=) linked through a C=C to a C=O group. In this research, four various enaminone structures were theoretically optimized. These enaminone structures have been studied for substituent effect on hydrogen bond, method and basic set effects on the geometrical parameters, vibrational frequencies and etc. Drawing molecular structures a...
متن کاملQuantum Chemical Modeling of 2-(Cyclohexylamino)-2-oxo-1-(quinolin-4-yl)ethyl 4-Chlorobenzoate: Molecular Structure, Spectroscopic (FT-IR, NMR, UV) Investigations, FMO, MEP and NBO Analysis Based on HF and DFT Calculations
In the present work, the quantum theoretical calculations of the molecular structure of the compound 2-(Cyclohexylamino)-2-oxo-1-(quinolin-4-yl)ethyl 4-Chlorobenzoate have been predicted using Density Functional Theory (DFT) in the gas phase. The geometry of the title structure was optimized by B3LYP/6-31+G* and HF/6-31+G* levels of theory. The theoretical 1H and 13C NMR chemical shift values o...
متن کامل