Supramolecular BODIPY based dimers: synthesis, computational and spectroscopic studies

Area of Science:

• Supramolecular Chemistry
• Organic Chemistry
• Materials Science

Background:

• BODIPY dyes are versatile chromophores with tunable photophysical properties.
• Supramolecular chemistry enables the construction of complex architectures through non-covalent interactions.
• Hydrogen bonding is a key interaction for self-assembly and molecular recognition.

Purpose of the Study:

• To synthesize and characterize novel BODIPY dimers capable of forming triple hydrogen bonds.
• To investigate the influence of molecular geometry on the stability of hydrogen-bonded supramolecular systems.
• To explore the potential of these BODIPY dimers for advanced applications in materials science and energy transfer.

Main Methods:

• Synthesis of functionalized BODIPY monomers and dimers.
• Spectroscopic and photophysical characterization (UV-Vis absorption, fluorescence emission).
• Computational modeling (e.g., DFT calculations) to study interaction geometries and stability.

Main Results:

• Successful preparation of BODIPY dimers with complementary hydrogen-bonding motifs (pyridyl and uracil).
• Demonstration of triple hydrogen bond formation leading to stable supramolecular assemblies.
• Photophysical studies revealed the influence of hydrogen bonding and geometry on spectral properties.

Conclusions:

• The developed synthetic strategy allows for the creation of BODIPY-based supramolecular architectures with programmable properties.
• The study provides insights into the relationship between molecular design, hydrogen bonding, and supramolecular assembly.
• This work opens avenues for designing new BODIPY materials for energy migration and coherent energy transfer studies.