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Issue 5, 2011
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New stable donor–acceptor dyads for molecular electronics

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Abstract

A series of new donor–bridge–acceptor dyads with high chemical, electrochemical, thermal and conformational stability were synthesized by Stille coupling of oligo(3,4-ethylenedioxy)thiophenes (nEDOTs) and 1,4,5,8-naphthalenetetracarboxydiimide (NDI) building blocks. The molecular design provides for complete separation of HOMO and LUMO orbitals. A thiol functionality allows for selective anchoring of the dyads to metal electrodes, through either the donor or acceptor sides of the molecule. The optoelectronic properties of the dyads, both in solution and in self-assembled monolayers on gold, were characterized by electrochemistry, spectroelectrochemistry and UV-Vis absorption/emission spectroscopy and the results were further supported by DFT calculations.

Graphical abstract: New stable donor–acceptor dyads for molecular electronics

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Article information


Submitted
05 Aug 2010
Accepted
27 Sep 2010
First published
03 Nov 2010

J. Mater. Chem., 2011,21, 1470-1478
Article type
Paper

New stable donor–acceptor dyads for molecular electronics

M. Kondratenko, A. G. Moiseev and D. F. Perepichka, J. Mater. Chem., 2011, 21, 1470
DOI: 10.1039/C0JM02545C

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