Design and Synthesis of Aviram-Ratner-Type Dyads and Rectification Studies in Langmuir-Blodgett (LB) Films
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- 作者：Dr. Govindasamy Jayamurugan ; Dr. Vijayendran Gowri ; David Herná ; ndez ; Prof. Dr. Santiago Martin ; Dr. Alejandro Gonzá ; lez-Orive ; Dr. Cagatay Dengiz ; Dr. Oliver Dumele ; Prof. Dr. Francesc Pé ; rez-Murano ; Dr. Jean-Paul Gisselbrecht ; Prof. Dr. Corinne Boudon ; Dr. W. Bernd Schweizer ; Dr. Benjamin Breiten ; Dr. Aaron D. Finke ; Prof. Dr. Gunnar Jeschke ; Dr. Bruno Bernet ; Prof. Dr. Laurent Ruhlmann ; Prof. Dr. Pilar Cea and Prof. Dr. Franç ; ois Diederich
- 刊名：Chemistry - A European Journal
- 出版年：2016
- 出版时间：July 18, 2016
- 年：2016
- 卷：22
- 期：30
- 页码：10539-10547
- 全文大小：1922K
- ISSN：1521-3765
文摘
The design and synthesis of Aviram–Ratner-type molecular rectifiers, featuring an anilino-substituted extended tetracyanoquinodimethane (exTCNQ) acceptor, covalently linked by the σ-spacer bicyclo[2.2.2]octane (BCO) to a tetrathiafulvalene (TTF) donor moiety, are described. The rigid BCO spacer keeps the TTF donor and exTCNQ acceptor moieties apart, as demonstrated by X-ray analysis. The photophysical properties of the TTF-BCO-exTCNQ dyads were investigated by UV/Vis and EPR spectroscopy, electrochemical studies, and theoretical calculations. Langmuir–Blodgett films were prepared and used in the fabrication and electrical studies of junction devices. One dyad showed the asymmetric current–voltage (I–V) curve characteristic for rectification, unlike control compounds containing the TTF unit but not the exTCNQ moiety or comprising the exTCNQ acceptor moiety but lacking the donor TTF part, which both gave symmetric I–V curves. The direction of the observed rectification indicated that the preferred electron current flows from the exTCNQ acceptor to the TTF donor.