Synthesis and electronic properties of donor-linked fullerenes

Abstract

Synthesis and electronic properties of donor-linked fullerenes towards photochemical molecular devices Nierengarten, J.F.; Eckert, J.F.; Felder, D.; Nicoud, J.F.; Armaroli, N.; Marconi, G.; Vicinelli, V.; Boudon, C.; Gisselbrecht, J.P.; Gross, M. Take-down policy If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim.Downloaded from the University of Groningen/UMCG research database (Pure): http://www.rug.nl/research/portal. For technical reasons the number of authors shown on this cover page is limited to 10 maximum. AbstractWe report our recent progress in the synthesis and the study of donor-linked fullerenes. The synthesis of C polyadducts 60 with well defined three-dimensional structure provides versatile building blocks for the preparation of porphyrin-fullerene derivatives with unusual stereochemical and electronic properties. Phenanthroline ligands substituted with fullerenefunctionalized dendritic wedges and their copper(I) complexes have been prepared. Electrochemical and photophysical investigations have shown that the bis(phenanthroline)copper(I) central core is somehow buried in a dendritic black box. Finally, fullerene-oligophenylenevinylene hybrids have been synthesised in order to provide a molecular approach to photovoltaic conversion, and to prevent the morphology problems resulting from the phase separation in donor-acceptor composites.

Metal-chelating capacities attached to fullerenes

“…The copper-terpy MLTC excited state was quenched via electron transfer to the fullerene moieties, leading to the C 60 − [Cu(phen) 2 ] 2 + C 60 charge-separated state. The effect of an increasing amount of fullerene groups around a photoactive copper complex was studied by Armaroli and coworkers [69,88]. A range of structures based on a bis(1,10-phenanthroline) copper(I) core surrounded by 4, 8 and 16 fullerene units was prepared (76-78, Fig.…”

The Impact of Copper‐Catalyzed Alkyne–Azide 1,3‐Dipolar Cycloaddition in Fullerene Chemistry

“…[7] Indeed, systems combining fullerene accepting moieties with all kinds of donors have generated a great deal of attention. [7,8,35] Spectacular covalent and noncovalent fullerene-donor conjugates have already been prepared and systematic studies on their electronic properties revealed interesting photoinduced processes. Moreover, photovoltaic devices prepared from such hybrid compounds have also shown promising energy-conversion efficiencies.…”

“…[5][6][7] The post-functionalization of fullerene building blocks is far less popular. [8] This can be explained by the chemical reactivity of the fullerene subunit, which limits the range of reactions that can be used for the further chemical transformation of C60 derivatives. [5] Nonetheless, esterification, [9] amidification, [10] and condensation [11] reactions have been useful for transforming fullerene derivatives into sophisticated molecular structures.…”

Photochemical Transformations Involving Porphyrins and Phthalocyanines

“…Significant increases in the lifetime of the charge separated states were observed upon coordinating nitrogenous axial ligands to the latter. <Chemical Structure 8> Likewise, different types of non-covalently and covalently linked copper phthalocyaninefullerene dyads have been prepared (Li et al 2004b, Nierengarten et al 2000, El-Khouly et al 2002). An example is a series of fulleropyrrolidinophthalocyanines containing free base, Zn and Cu used as electron-donating building blocks in fullerene dyes of type 22 .…”