Photoactive preorganized subphthalocyaninebased molecular tweezers for selective complexation of fullerenes
Entity
UAM. Departamento de Química OrgánicaPublisher
Royal Society of ChemistryDate
2020-02-28Citation
10.1039/d0sc00059k
Chemical Science 11.13 (2020): 3448-3459
ISSN
2041-6520 (print); 2041-6539 (online)DOI
10.1039/d0sc00059kFunded by
Financial support from the Spanish MICINN (CTQ2017-85393-P) is acknowledged. IMDEA Nanociencia acknowledges support from the “Severo Ochoa” Programme for Centres of Excellence in R&D (MINECO, Grant SEV2016-0686). Work in Erlangen was supported by the “Solar Technologies go Hybrid” (SolTech) initiative of the Bavarian State GovernmentProject
Gobierno de España. CTQ2017-85393-P; Gobierno de España. SEV2016-0686Editor's Version
https://doi.org/10.1039/d0sc00059kSubjects
QuímicaRights
© The Royal Society of Chemistry 2020Abstract
The development of new chromophoric receptors capable of binding curved carbon nanostructures is central to the quest for improved fullerene-based organic photovoltaics. We herein report the synthesis and characterization of a subphthalocyanine-based multicomponent ensemble consisting of two electron-rich SubPc-monomers rigidly attached to the convex surface of an electron-poor SubPc-dimer. Such a unique configuration, especially in terms of the two SubPc-monomers, together with the overall stiffness of the linker, endows the multicomponent system with a well-defined tweezer-like topology to efficiently embrace a fullerene in its inner cavity. The formation of a 1 : 1 complex was demonstrated in a variety of titration studies with either C60 or C70. In solution, the underlying association constants were of the order of 105 M−1. Detailed physicochemical experiments revealed a complex scenario of energy- and electron-transfer processes upon photoexcitation in the absence and presence of fullerenes. The close proximity of the fullerenes to the electron-rich SubPcs enables a charge shift from the initially formed reduced SubPc-dimer to either C60 to C70
Files in this item
Google Scholar:Zango, Germán
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Krug, Marcel
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Krishna, Swathi
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Mariñas, Víctor
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Clark, Timothy
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Martínez Díaz, Victoria
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Guldi, Dirk M
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Torres Cebada, Tomás
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