A Collection of Fullerenes for Synthetic Access Toward Oriented Charge-Transfer Cascades in Triple-Channel Photosystems

Authors


  • We thank J.-F. Nierengarten for advice, A. Sobczuk, H. Hayashi, and L. Cervini for contributions to synthesis, the NMR and Mass Spectrometry platforms for services, and the University of Geneva, the European Research Council (ERC Advanced Investigator), the National Centre of Competence in Research (NCCR) Chemical Biology and the Swiss NSF for financial support (S.M.). We also thank the European Research Council ERC-2012-ADG (Chirallcarbon), Ministerio de Economía y Competitividad (MINECO) of Spain (project CTQ2011-24652; Ramón y Cajal granted to C.A. and FPU granted to J.L.-A.) and the CAM (MADRISOLAR-2 project S2009/PPQ-1533; N.M.). N.M. is indebted to the Alexander von Humboldt Foundation.

Abstract

The development of synthetic methods to build complex functional systems is a central and current challenge in organic chemistry. This goal is important because supramolecular architectures of highest sophistication account for function in nature, and synthetic organic chemistry, contrary to high standards with small molecules, fails to deliver functional systems of similar complexity. In this report, we introduce a collection of fullerenes that is compatible with the construction of multicomponent charge-transfer cascades and can be placed in triple-channel architectures next to stacks of oligothiophenes and naphthalenediimides. For the creation of this collection, modern fullerene chemistry—methanofullerenes and 1,4-diarylfullerenes—is combined with classical Nierengarten–Diederich–Bingel approaches.

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