Synthesis and Photophysical Properties of Hexabenzocoronene-Tetrabenzoporphyrin Architectures

Ruppel M, Gazetas LP, Lungerich D, Jux N (2020)


Publication Type: Journal article

Publication year: 2020

Journal

DOI: 10.1002/ejoc.202000860

Abstract

Porphyrin-based architectures have emerged as excellent candidates for artificial light-harvesting antennae. Although tetrabenzoporphyrins (TBPs), the π-extended “bigger brothers” of porphyrins, benefit from increased absorptivity in the near-infrared (NIR), their utilization in light-harvesting systems is still in its infancy. Within this work, we prepared two donor-acceptor hetero dyads consisting of hexa-peri-hexabenzocoronenes (HBCs) to harvest high energetic near-UV light, and a TBP core, which serves as visible to NIR light antenna and as subsequent energy sink of the conjugate. The HBCs are either attached to the meso-position or via a maleimide-bridge on the periphery of the macrocycle. Upon excitation of the HBC moieties, both dyads exhibit an efficient energy transfer to the TBP core. Furthermore, the TBP-HBC dyads show superior light-harvesting properties compared to the respective HBC-porphyrin reference and the naturally occurring chlorophylls a/b.

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APA:

Ruppel, M., Gazetas, L.-P., Lungerich, D., & Jux, N. (2020). Synthesis and Photophysical Properties of Hexabenzocoronene-Tetrabenzoporphyrin Architectures. European Journal of Organic Chemistry. https://doi.org/10.1002/ejoc.202000860

MLA:

Ruppel, Michael, et al. "Synthesis and Photophysical Properties of Hexabenzocoronene-Tetrabenzoporphyrin Architectures." European Journal of Organic Chemistry (2020).

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