Spectral shifts of BODIPY derivatives: a simple continuous model

Mette L. H. Sørensen; Tom Vosch; Bo W. Laursen; Thorsten Hansen

doi:10.1039/c8pp00430g

Spectral shifts of BODIPY derivatives: a simple continuous model

Mette L. H. Sørensen, Tom Vosch, Bo W. Laursen, Thorsten Hansen

Kemisk Institut

3 Citationer (Scopus)

2 Downloads (Pure)

Abstract

The BODIPY dyes are a versatile family of chromophores that have found use in fluorescence based bioimaging and other applications. The BODIPY core can be substituted in a vast number of ways, but the photophysical changes, such as shifts in absorption spectra, are not always immediately obvious from the molecular structure. We introduce a simple model that let you vary the electron withdrawing or electron donating character of each substituent continuously to get an overview of the landscape of possible spectral shifts. The features of substituted BODIPY cores are compared to the corresponding linear system, giving a new perspective on BODIPY photophysics. Using the model, we are able to rationalize the trend seen in a family of BODIPY, with chalcogen-containing substituents, as being due to a change in electronegativity.

Originalsprog	Engelsk
Tidsskrift	Photochemical & Photobiological Sciences
Vol/bind	18
Udgave nummer	6
Sider (fra-til)	1315-1323
ISSN	1474-905X
DOI	https://doi.org/10.1039/c8pp00430g
Status	Udgivet - 2019

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10.1039/c8pp00430gLicens: CC BY-NC

Spectral shifts of BODIPY derivativesForlagets udgivne version, 2,69 MBLicens: CC BY-NC

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abstract = "The BODIPY dyes are a versatile family of chromophores that have found use in fluorescence based bioimaging and other applications. The BODIPY core can be substituted in a vast number of ways, but the photophysical changes, such as shifts in absorption spectra, are not always immediately obvious from the molecular structure. We introduce a simple model that let you vary the electron withdrawing or electron donating character of each substituent continuously to get an overview of the landscape of possible spectral shifts. The features of substituted BODIPY cores are compared to the corresponding linear system, giving a new perspective on BODIPY photophysics. Using the model, we are able to rationalize the trend seen in a family of BODIPY, with chalcogen-containing substituents, as being due to a change in electronegativity.",

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T1 - Spectral shifts of BODIPY derivatives

T2 - a simple continuous model

AU - Sørensen, Mette L. H.

AU - Vosch, Tom

AU - Laursen, Bo W.

AU - Hansen, Thorsten

PY - 2019

Y1 - 2019

N2 - The BODIPY dyes are a versatile family of chromophores that have found use in fluorescence based bioimaging and other applications. The BODIPY core can be substituted in a vast number of ways, but the photophysical changes, such as shifts in absorption spectra, are not always immediately obvious from the molecular structure. We introduce a simple model that let you vary the electron withdrawing or electron donating character of each substituent continuously to get an overview of the landscape of possible spectral shifts. The features of substituted BODIPY cores are compared to the corresponding linear system, giving a new perspective on BODIPY photophysics. Using the model, we are able to rationalize the trend seen in a family of BODIPY, with chalcogen-containing substituents, as being due to a change in electronegativity.

AB - The BODIPY dyes are a versatile family of chromophores that have found use in fluorescence based bioimaging and other applications. The BODIPY core can be substituted in a vast number of ways, but the photophysical changes, such as shifts in absorption spectra, are not always immediately obvious from the molecular structure. We introduce a simple model that let you vary the electron withdrawing or electron donating character of each substituent continuously to get an overview of the landscape of possible spectral shifts. The features of substituted BODIPY cores are compared to the corresponding linear system, giving a new perspective on BODIPY photophysics. Using the model, we are able to rationalize the trend seen in a family of BODIPY, with chalcogen-containing substituents, as being due to a change in electronegativity.

U2 - 10.1039/c8pp00430g

DO - 10.1039/c8pp00430g

M3 - Journal article

C2 - 31106794

SN - 1474-905X

VL - 18

SP - 1315

EP - 1323

JO - Photochemical & Photobiological Sciences

JF - Photochemical & Photobiological Sciences

IS - 6

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Spectral shifts of BODIPY derivatives: a simple continuous model

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