Flattened Calixarene-like Cyclic BODIPY Array: A New Photosynthetic Antenna Model

Xian Sheng Ke, Taeyeon Kim, Vincent M. Lynch, Dongho Kim, Jonathan L. Sessler

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

A cyclic BODIPY array, characterized by a rigid flattened calixarene-like
conformation, acts as a photosynthetic antenna mimic. The system in question, triBODIPY, is a better antenna than the corresponding BF2-free ligand. On the basis of absorption spectral studies and supporting calculations, it is concluded that exciton coupling between the BODIPY subunits occurs readily. TriBODIPY supports a complex with Li+@C60 that bring an antenna-like light absorber into close proximity to an electronic acceptor without the need for linking spacers. As inferred from X-ray diffraction analyses of complexes between triBODIPY and 60, it is inferred that the fullerene complexes are stabilized via convex−concave donor−acceptor interactions. Steady state absorption/fluorescence, time-correlated single photon counting, and transient absorption measurements have allowed a complete characterization of the complexes in both the ground and excited states, including the host−guest recognition features, fluorescence quenching effects, and charge separation/recombination dynamics.
Original languageEnglish
Pages (from-to)13950-13956
Number of pages7
JournalJournal of the American Chemical Society
Volume139
Issue number39
DOIs
Publication statusPublished - 2017 Oct 4

Fingerprint

Calixarenes
Antennas
Fluorescence
Fullerenes
Photons
Excited states
X-Ray Diffraction
Excitons
Ground state
Genetic Recombination
Quenching
Ligands
Light
X ray diffraction
4,4-difluoro-4-bora-3a,4a-diaza-s-indacene

Cite this

Ke, Xian Sheng ; Kim, Taeyeon ; Lynch, Vincent M. ; Kim, Dongho ; Sessler, Jonathan L. / Flattened Calixarene-like Cyclic BODIPY Array: A New Photosynthetic Antenna Model. In: Journal of the American Chemical Society. 2017 ; Vol. 139, No. 39. pp. 13950-13956.
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Flattened Calixarene-like Cyclic BODIPY Array: A New Photosynthetic Antenna Model. / Ke, Xian Sheng; Kim, Taeyeon; Lynch, Vincent M.; Kim, Dongho; Sessler, Jonathan L.

In: Journal of the American Chemical Society, Vol. 139, No. 39, 04.10.2017, p. 13950-13956.

Research output: Contribution to journalArticle

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AB - A cyclic BODIPY array, characterized by a rigid flattened calixarene-likeconformation, acts as a photosynthetic antenna mimic. The system in question, triBODIPY, is a better antenna than the corresponding BF2-free ligand. On the basis of absorption spectral studies and supporting calculations, it is concluded that exciton coupling between the BODIPY subunits occurs readily. TriBODIPY supports a complex with Li+@C60 that bring an antenna-like light absorber into close proximity to an electronic acceptor without the need for linking spacers. As inferred from X-ray diffraction analyses of complexes between triBODIPY and 60, it is inferred that the fullerene complexes are stabilized via convex−concave donor−acceptor interactions. Steady state absorption/fluorescence, time-correlated single photon counting, and transient absorption measurements have allowed a complete characterization of the complexes in both the ground and excited states, including the host−guest recognition features, fluorescence quenching effects, and charge separation/recombination dynamics.

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