A Supramolecular [10]CPP Junction Enables Efficient Electron Transfer in Modular Porphyrin–[10]CPP⊃Fullerene Complexes

Xu Y, Wang B, Kaur R, Minameyer M, Bothe M, Drewello T, Guldi DM, Von Delius M (2018)

Publication Type: Journal article

Publication year: 2018

Journal

Book Volume: 57

Pages Range: 11549-11553

Journal Issue: 36

DOI: 10.1002/anie.201802443

Abstract

Efficient photoinduced electron transfer was observed across a [10]cycloparaphenylene ([10]CPP) moiety that serves as a rigid non-covalent bridge between a zinc porphyrin and a range of fullerenes. The preparation of iodo-[10]CPP is the key to the synthesis of a porphyrin–[10]CPP conjugate, which binds C60, C70, (C60)2, and other fullerenes (KA>10⁵ m⁻¹). Fluorescence and pump–probe spectroscopy revealed intramolecular energy transfer between CPP and porphyrin and also efficient charge separation between porphyrin and fullerenes, affording up to 0.5 μs lifetime charge-separated states. The advantage of this approach towards electron donor–acceptor dyads is evident in the case of dumbbell-shaped (C60)2, which gave intricate charge-transfer behavior in 1:1 and 2:1 complexes. These results suggest that [10]CPP and its cross-coupled derivatives could act as supramolecular mediators of charge transport in organic electronic devices.

Authors with CRIS profile

Involved external institutions

Universität Ulm Germany (DE)

How to cite

APA:

Xu, Y., Wang, B., Kaur, R., Minameyer, M., Bothe, M., Drewello, T.,... Von Delius, M. (2018). A Supramolecular [10]CPP Junction Enables Efficient Electron Transfer in Modular Porphyrin–[10]CPP⊃Fullerene Complexes. Angewandte Chemie International Edition, 57(36), 11549-11553. https://doi.org/10.1002/anie.201802443

MLA:

Xu, Youzhi, et al. "A Supramolecular [10]CPP Junction Enables Efficient Electron Transfer in Modular Porphyrin–[10]CPP⊃Fullerene Complexes." Angewandte Chemie International Edition 57.36 (2018): 11549-11553.

BibTeX: Download