π-Extended Boron Difluoride [N∧NBF2] Complex, Crystal Structure, Liquid NMR, Spectral, XRD/HSA Interactions: A DFT and TD-DFT Study

The novel tetrahedral 10-(4-carboxyphenyl)-2,8-diethyl-5,5-difluoro-1,3,7,9-tetramethyl-5H-di-pyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide [N boolean AND NBF2] BODIPY complex was prepared in a very good yield and via one-pot synthesis. The desired [N boolean AND NBF2] has been used as a model complex for XRD/HSA interactions and DFT/B3LYP/6-311G(d,p) computations. The tetrahedral geometry around the boron center was demonstrated by DFT optimization and XRD-crystallography. The H-1, B-11, and F-19-NMR spectra were used also to support the high symmetrical BODIPY via pi-extended phenomena. Moreover, the values of the DFT-calculated structural bond lengths/angles and DFT-IR were matched to the corresponding experimental XRD and IR parameters, respectively. The crystal lattice interactions were correlated to Hirshfeld surface analysis (HSA) calculations. Calculations of the Mulliken Atomic Charge (MAC), Natural Population Analysis (NPA), Global reactivity descriptors (GRD), and Molecular Electrostatic Potential (MEP) quantum parameters were performed to support the XRD/HSA interactions result. Analysis of the predicted Density of States (DOS), molecular orbital, and time-dependent density functional theory (TD-DFT) calculations have been combined to explain the experimental UV-vis spectra and electron transfer behavior in [N boolean AND NBF2] complex using MeOH and other four solvents.

Automated summary

The synthesis of a novel tetrahedral BODIPY complex was successfully achieved and extensively characterized through various techniques. The study included XRD and HSA interactions, DFT computations, as well as NMR and IR spectroscopy to support the structure and properties of the complex. Additionally, quantum parameters such as MAC, NPA, GRD, and MEP were calculated, and DOS, molecular orbital, and TD-DFT analyses were combined to explain the experimental UV-vis spectra and electron transfer behavior.