BODIPY-Pyrene and Perylene Dyads as Heavy-Atom-Free Singlet Oxygen Sensitizers

Mikhail A. Filatov; Safakath Karuthedath; Pavel M. Polestshuk; Susan Callaghan; Keith J. Flanagan; Thomas Wiesner; Frédéric Laquai; Mathias O. Senge

doi:10.1002/cptc.201800020

BODIPY-Pyrene and Perylene Dyads as Heavy-Atom-Free Singlet Oxygen Sensitizers

Mikhail A. Filatov, Safakath Karuthedath, Pavel M. Polestshuk, Susan Callaghan, Keith J. Flanagan, Thomas Wiesner, Frédéric Laquai, Mathias O. Senge

School of Chemical and BioPharmaceutical Science

Research output: Contribution to journal › Article › peer-review

71 Citations (Scopus)

Abstract

Dyads combining BODIPY as an electron acceptor and pyrene or perylene as electron donor subunits were prepared and their photophysical properties were studied by steady-state and transient spectroscopy. Depending on the structure of the subunits and the polarity of the media, the dyads show either bright fluorescence or photo-induced electron transfer (PeT) in solution. Charge-transfer (CT) states formed as a result of PeT and were found to yield triplet excited states of the BODIPY. In the presence of molecular oxygen, the dyads sensitize singlet oxygen (¹O₂) with quantum yields of up to 0.75.

Original language	English
Pages (from-to)	606-615
Number of pages	10
Journal	ChemPhotoChem
Volume	2
Issue number	7
DOIs	https://doi.org/10.1002/cptc.201800020
Publication status	Published - 1 Jul 2018

Keywords

charge transfer
heavy-atom-free sensitizer
photo-induced electron transfer
singlet oxygen
triplet excited state

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abstract = "Dyads combining BODIPY as an electron acceptor and pyrene or perylene as electron donor subunits were prepared and their photophysical properties were studied by steady-state and transient spectroscopy. Depending on the structure of the subunits and the polarity of the media, the dyads show either bright fluorescence or photo-induced electron transfer (PeT) in solution. Charge-transfer (CT) states formed as a result of PeT and were found to yield triplet excited states of the BODIPY. In the presence of molecular oxygen, the dyads sensitize singlet oxygen (1O2) with quantum yields of up to 0.75.",

keywords = "charge transfer, heavy-atom-free sensitizer, photo-induced electron transfer, singlet oxygen, triplet excited state",

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AU - Filatov, Mikhail A.

AU - Karuthedath, Safakath

AU - Polestshuk, Pavel M.

AU - Callaghan, Susan

AU - Flanagan, Keith J.

AU - Wiesner, Thomas

AU - Laquai, Frédéric

AU - Senge, Mathias O.

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N2 - Dyads combining BODIPY as an electron acceptor and pyrene or perylene as electron donor subunits were prepared and their photophysical properties were studied by steady-state and transient spectroscopy. Depending on the structure of the subunits and the polarity of the media, the dyads show either bright fluorescence or photo-induced electron transfer (PeT) in solution. Charge-transfer (CT) states formed as a result of PeT and were found to yield triplet excited states of the BODIPY. In the presence of molecular oxygen, the dyads sensitize singlet oxygen (1O2) with quantum yields of up to 0.75.

AB - Dyads combining BODIPY as an electron acceptor and pyrene or perylene as electron donor subunits were prepared and their photophysical properties were studied by steady-state and transient spectroscopy. Depending on the structure of the subunits and the polarity of the media, the dyads show either bright fluorescence or photo-induced electron transfer (PeT) in solution. Charge-transfer (CT) states formed as a result of PeT and were found to yield triplet excited states of the BODIPY. In the presence of molecular oxygen, the dyads sensitize singlet oxygen (1O2) with quantum yields of up to 0.75.

KW - charge transfer

KW - heavy-atom-free sensitizer

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KW - singlet oxygen

KW - triplet excited state

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BODIPY-Pyrene and Perylene Dyads as Heavy-Atom-Free Singlet Oxygen Sensitizers

Abstract

Keywords

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