Experimental and Quantum Chemical Studies of Hydrazone-based Organic Chromophores: Synthesis, Spectroscopic and Nonlinear Optical Properties

Author(s)

Haroon, Muhammad ; Akhtar, Tashfeen ; Khalid, Muhammad ; Mehmood, Hasnain ; Braga, Ataualpa A. C. ; Alhokbany, Norah ; Ahmed, Sarfraz

• Document type: Journal article
• Source: CHEMISTRYSELECT; v. 8, n. 28, p. 12-pg., 2023-07-26.

Abstract

Different strategies are utilized to design and synthesize remarkable non-linear optical (NLO) materials. Herein, we have synthesized hydrazinylthiazole-4-carbohydrazides based eight derivatives (HZ1-HZ8) by condensation reaction of thiazole-4-carboxylates with hydrazine monohydrate. The structural interpretation of carbohydrazides was carried out with spectroscopic techniques i. e. FT-IR, H-1-NMR, C-13-NMR and HRMS. For the exploration of varied terminal moieties impact, NLO properties of entitled compounds (HZ1-HZ8) were investigated via employing density functional theory (DFT) computations at B3LYP level along with 6-31G(d,p) basis set. Aforementioned functional was utilized to acquire optimized geometries at true minima, non-linear optical (NLO), UV-Visible (UV-Vis), frontier molecular orbital (FMO) and natural bond orbital (NBO) analyses. Moreover, dipole moment (mu), average linear polarizability < a > and first order hyperpolarizability (beta(tot.)) were computed for all the synthesized chromophores (HZ1-HZ8). However, HZ5 displayed the maximum value of beta(tot) (2710.8 a.u.) as compared to all the other investigated compounds. From the discussion, it can be concluded that, this study of hydrazone-based derivatives believed to be a significant contribution for achieving proficient NLO materials. In a nutshell, HZ5 might be contemplated as a highly efficient material for advanced NLO applications owing to its maximum nonlinear optical response. (AU)

• FAPESP's process: 14/25770-6 - New frontiers in cross-coupling reactions promoted by palladium: combining enantioselective catalysis, C-H activations, new materials and in flux reactions aiming at high efficiency and sustainability in synthetic processes
• Grantee: Carlos Roque Duarte Correia
• Support Opportunities: Research Projects - Thematic Grants
• FAPESP's process: 15/01491-3 - Theoretical study of cross-coupling reactions: homogeneous and heterogeneous catalysis
• Grantee: Ataualpa Albert Carmo Braga
• Support Opportunities: Regular Research Grants