Photoactive preorganized subphthalocyanine-based molecular tweezers for selective complexation of fullerenes

Zango G, Krug M, Krishna S, Mariñas V, Clark T, Martinez-Diaz MV, Guldi DM, Torres T (2020)

Publication Type: Journal article

Publication year: 2020

Journal

Chemical Science Royal Society of Chemistry

Book Volume: 11

Pages Range: 3448-3459

Journal Issue: 13

DOI: 10.1039/d0sc00059k

Abstract

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.

Authors with CRIS profile

Marcel Krug Lehrstuhl für Physikalische Chemie I Swathi Krishna Lehrstuhl für Physikalische Chemie I Timothy Clark Computer-Chemie-Centrum Dirk Michael Guldi Lehrstuhl für Physikalische Chemie I

Involved external institutions

Universidad Autónoma de Madrid (UAM)

Spain (ES)

How to cite

APA:

Zango, G., Krug, M., Krishna, S., Mariñas, V., Clark, T., Martinez-Diaz, M.V.,... Torres, T. (2020). Photoactive preorganized subphthalocyanine-based molecular tweezers for selective complexation of fullerenes. Chemical Science, 11(13), 3448-3459. https://dx.doi.org/10.1039/d0sc00059k

MLA:

Zango, Germán, et al. "Photoactive preorganized subphthalocyanine-based molecular tweezers for selective complexation of fullerenes." Chemical Science 11.13 (2020): 3448-3459.

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