The crystal structures, spectrometric, photodynamic properties and bioimaging of β-β linked Bodipy oligomers

Li, Zhensheng; Yang, Liu; Hou, Xufeng; Xu, Zheng; Liu, Chunhui; Zhang, Fangzhen; Xie, Zhigang

doi:10.1016/j.jlumin.2019.04.030

Cited by 9 publications

(1 citation statement)

References 43 publications

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“…The synthetic scheme, procedures, and characterizations of the new molecules explored in this work are presented in ESI Section 1. † In addition to the dimers with benzene and tetramethylbenzene as bridges, we prepared a direct b-b coupled dimer 37,38 (BD 2 , Fig. 1a) for comparison.…”

Section: Synthesis and Diastereomers Of The B-coupled Bodipy Dimersmentioning

confidence: 99%

Anti-Arrhenius behavior of electron transfer reactions in molecular dimers

Lin,

Mani

2023

Chem. Sci.

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Section: Synthesis and Diastereomers Of The B-coupled Bodipy Dimersmentioning

confidence: 99%

Anti-Arrhenius behavior of electron transfer reactions in molecular dimers

Lin,

Mani

2023

Chem. Sci.

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The controllable of BODIPY dimers without installing blocking groups as both fluorescence and singlet oxygen generators

Cao,

Zhang,

Chen

et al. 2024

Smart Molecules

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We compared a range of BODIPY dimer derivatives without installing blocking groups by optimizing geometry structures and analyzing energies, frontier molecular orbitals, Chole&Cele map, electron density difference, spin‐orbit coupling (SOC) matrix and decay rate constants from excited states. The dihedral angles of the β‐β‐linked BODIPY dimer and the α‐α‐linked BODIPY dimer tend to flatten in the T1 state, which is detrimental to the occurrence of the intersystem crossing (ISC). Conversely, the dihedral angle of the meso‐β‐linked BODIPY dimer, the meso‐meso‐linked BODIPY dimer and α‐γ‐linked BODIPY dimer is within the range of 125°–143° in the T1 state, facilitating ISC and the generation of singlet oxygen. Notably, the transition from S1 to S0 involving lowest unoccupied molecular orbital to highest occupied molecular orbital with long‐wavelength emission and moderate oscillator strength underpins the remarkable long emission peaks observed experimentally for α‐γ‐linked BODIPY dimer. Moreover, the apparent SOC matrix enhances the ISC process, resulting in a respectable efficiency in generating singlet oxygen for this dimer. In meso‐β‐linked BODIPY, meso‐meso‐linked BODIPY, and α‐γ‐linked BODIPY, the S1→T1 process is characterized by a significant charge transfer, specifically transitioning from the 1CT state to the 3LE state, indicative of a spin‐orbit charge transfer ISC (SOCT‐ISC) mechanism. The ability to regulate the photosensitivity of BODIPY dimers by adjusting the dihedral angle between the two units in the T1 state unveils new avenues for designing high‐performance photosensitizers for both therapeutic and imaging applications.

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Quinoline-fused BODIPY with large Stokes shift as near-infrared dye for cell imaging

Liu

Yang

et al. 2020

Dyes and Pigments

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The crystal structures, spectrometric, photodynamic properties and bioimaging of β-β linked Bodipy oligomers

Cited by 9 publications

References 43 publications

Anti-Arrhenius behavior of electron transfer reactions in molecular dimers

Anti-Arrhenius behavior of electron transfer reactions in molecular dimers

The controllable of BODIPY dimers without installing blocking groups as both fluorescence and singlet oxygen generators

Quinoline-fused BODIPY with large Stokes shift as near-infrared dye for cell imaging

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