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Full Paper
Screening Electronic Communication through ortho-, meta- and para-Substituted Linkers Separating Subphthalocyanines and C60
Article first published online: 15 JUL 2008
DOI: 10.1002/chem.200800910
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
González-Rodríguez, D., Torres, T., Herranz, M., Echegoyen, L., Carbonell, E. and Guldi, Dirk M. (2008), Screening Electronic Communication through ortho-, meta- and para-Substituted Linkers Separating Subphthalocyanines and C60. Chem. Eur. J., 14: 7670–7679. doi: 10.1002/chem.200800910
Publication History
- Issue published online: 25 AUG 2008
- Article first published online: 15 JUL 2008
- Manuscript Received: 13 MAY 2008
Funded by
- Ministerio de Ciencia y Tecnología. Grant Number: CTQ2005–08933/BQU, Consolider-Ingenio 2010 CSD2007–00010 Nanociencia Molecular, ESF-MEC MAT2006–28180-E, SOHYDS
- Comunidad de Madrid. Grant Number: MADRISOLAR, S-0505/PPQ/0225
- U.S. National Science Foundation. Grant Number: DMR-0809129
- Deutsche Forschungsgemeinschaft. Grant Number: SFB 583
- FCI
- Office of Basic Energy Sciences of the U.S. Department of Energy
Keywords:
- donor–acceptor systems;
- electron transfer;
- energy transfer;
- fullerenes;
- subphthalocyanines
Abstract
We have prepared two complementary series of SubPc–C60 (SubPc=subphthalocyanine) electron/energy donor–acceptor systems, in which the two constituents are linked through ortho-, meta-, or para-substituted phenoxy spacers. In one of the series (1 a) the SubPc units bear iodine atoms, while in the other series (1 b) diphenylamino groups are linked to the SubPc macrocycles. The iodine atoms and diphenylamino groups both influence the resulting oxidation potentials of the electron-donating SubPc. They also modulate the outcome of excited state interactions, namely, energy and/or charge transfer. In addition, we have studied the impact that the substitution pattern in the phenoxy spacer exerts onto intramolecular processes in the ground and excited states. Although some of these processes are governed by the spatial separation between both components, the different electronic coupling through ortho-, meta-, or para- connections also plays decisive roles in some cases.