Lanthanide(III) Bis(phthalocyaninato)-[60]Fullerene dyads: Synthesis, characterization, and photophysical properties

Ballesteros B, De La Torre G, Shearer A, Hausmann A, Angeles Herranz M, Guldi DM, Torres T (2010)


Publication Type: Journal article, Original article

Publication year: 2010

Journal

Original Authors: Ballesteros B., De La Torre G., Shearer A., Hausmann A., Herranz M.A., Guldi D.M., Torres T.

Publisher: Wiley-VCH Verlag

Book Volume: 16

Pages Range: 114-125

Journal Issue: 1

DOI: 10.1002/chem.200902200

Abstract

A novel series of doubledecker lanthanide(III) bis(phthalocyaninato)-C dyads [Ln(Pc)(Pc')]-C (M = Sm, Eu, Lu; Pc = phthalocyanine) (1a-c) have been synthesized from unsymmetrically functionalized heteroleptic sandwich complexes [Ln(Pc)(Pc')] (Ln = Sm, Eu, Lu) 3a-c and fulleropyrrolidine carboxylic acid 2. The sandwich complexes 3a-c were obtained by means of a stepwise procedure from unsymmetrically substituted free-base phthalocyanine 5, which was first transformed into the monophthalocyaninato intermediate [Ln(acac) (Pc)] and further reacted with 1,2-dicyanobenzene in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). H NMR spectra of the bis(phthalocyaninato) complexes 3a-c and dyads 1a-c were obtained by adding hydrazine hydrate to solutions of the complexes in [D]DMF, a treatment that converts the free radical double-deckers into the protonated species, that is, [Ln(Pc)(Pc')H] and [Ln(Pc)(Pc')H]- C. The electronic absorption spectra of 3a-c and 1a-c in THF exhibit typical transitions of free-radical sandwich complexes. In the case of dyads 1a-c, the spectra display the absorption bands of both constituents, but no evidence of ground-state interactions could be appreciated. When the UV/Vis spectra of 3a-c and 1a-c were recorded in DMF, typical features of the reduced forms were observed. Cyclic voltammetry studies for 3a-c and 1a-c were performed in THF The electrochemical behavior of dyads 1a-c is almost the exact sum of the behavior of the components, namely the double-decker [Ln(Pc) (Pc')] and the C fullerene, thus confirming the lack of groundstate interactions between the electroactive units. Photophysical studies on dyads 1a-c indicate that only after irradiation at 387 nm, which excites both C and [Ln(Pc)(Pc')] components, a photoinduced electron transfer from the [Ln(Pc)(Pc')] to C occurs. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

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APA:

Ballesteros, B., De La Torre, G., Shearer, A., Hausmann, A., Angeles Herranz, M., Guldi, D.M., & Torres, T. (2010). Lanthanide(III) Bis(phthalocyaninato)-[60]Fullerene dyads: Synthesis, characterization, and photophysical properties. Chemistry - A European Journal, 16(1), 114-125. https://dx.doi.org/10.1002/chem.200902200

MLA:

Ballesteros, Beatriz, et al. "Lanthanide(III) Bis(phthalocyaninato)-[60]Fullerene dyads: Synthesis, characterization, and photophysical properties." Chemistry - A European Journal 16.1 (2010): 114-125.

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