Efficient Synthesis by Mono‐Carboxy Methylation of 4,4′‐Biphenol, X‐ray Diffraction, Spectroscopic Characterization and Computational Study of the Crystal Packing of Ethyl 2‐((4′‐hydroxy‐[1,1′‐biphenyl]‐4‐yl)oxy)acetate

Abstract

Herein, mono‐carboxy methylation of 4,4′‐Biphenol was accomplished to give ethyl 2‐((4′‐hydroxy‐[1,1′‐biphenyl]‐4‐yl)oxy)acetate (EBPA). The chemical structure of EBPA was determined using single crystal XRD and characterized by FT‐IR, UV‐Visible, 1H‐NMR, EIMS and elemental analysis. Additionally, computational studies of EBPA were performed using density functional theory (DFT) at M06‐2X/6‐311+G(d,p) and B3LYP/6‐311+G(d,p) levels of theory to get optimized structures and countercheck the experimental findings. Overall, DFT findings at M06‐2X/6‐311+G(d,p) level show good concurrence with the experimental data which confirms the purity of EBPA. Frontier molecular orbital (FMO), molecular electrostatic potential (MEP), natural bond orbital (NBO) analysis and nonlinear optical (NLO) properties were explored at M06‐2X/6‐311+G(d,p) level of theory. UV‐Vis analysis at TDDFT/M06‐2X/6‐311+G(d,p) level of theory showed that experimental absorption wavelength was in good agreement with DFT calculated absorption wavelength. NBO analysis disclosed that hyperconjugative interactions and hydrogen bonding network are responsible for the stability of EBPA. The global reactivity parameters indicate that EBPA holds more donating capability and stability. The NLO results were observed better than standard molecule recommended the NLO activity of EBPA. We hope that this synergistic experimental‐computational study may provide new ways for the utilization of EBPA as NLO material for hi‐tech applications.

Facile Synthesis of Diversely Functionalized Peptoids, Spectroscopic Characterization, and DFT-Based Nonlinear Optical Exploration

“…FMO analysis is mostly used to explain different properties like reactivity, molecular interactions, electronic features, chemical stability, and charge transfer in different compounds. − Various chemists and physicists have exercised FMO investigation to expose the structural and geometrical characteristics of investigated systems. − The aptitude of a molecule to donate or accept the charge density is estimated through FMOs (HOMO and LUMO) energies. , Moreover, the energy gap between HOMO and LUMO ( E g = E LUMO – E HOMO ) is a key sign for nonlinear optical behavior of a compound and also used to gauge several parameters including chemical reactivity, ionization potential, chemical hardness, and chemical softness. A compound is considered soft, least stable, and highly reactive if it has a narrow HOMO–LUMO energy gap and vice versa. , FMO results of 1–4 are presented in Table .…”

Key Electronic, Linear and Nonlinear Optical Properties of Designed Disubstituted Quinoline with Carbazole Compounds

“…The NBO study provides the Lewis structures, atomic charge, hybridization, and diverse bonds (dative, ionic, covalent, ) [ 28 , 50 ]. The stabilization energy E (2) with a second-order perturbation method is calculated using Equation (10).…”

“…Usually, non-centrosymmetric organic compounds show a second-order nonlinear polarizability response [ 22 ]. Specifically, the compounds consisting of electron donor (D) and electron acceptor (A) moieties connected by a π-conjugated bridge led to a considerable increment in the ICT process [ 23 , 24 , 25 , 26 , 27 , 28 ]. Consequently, the transfer of electron density from D to A units via a π-bridge imparts NLO properties to D-π-A organic compounds [ 29 ].…”

Stabilization of Supramolecular Assembly of N‐Substituted Benzylidene Acetohydrazide Analogs by Non‐Covalent Interactions: A Concise Experimental and Theoretical Approach

“…NBO analysis made use of the second-order perturbation energies E (2) [donor (i)!acceptor (j)] that comprised imperative delocalization interactions, calculated via Equation 2. [29] In NBO Fock matrix, ε i and ε j are the off-diagonal and F(i.j) is the diagonal matrix elements and q i is donor orbital occupancy.…”