Directly-linked intramolecular donor-acceptor compounds of ferrocene and tetracyanoanthraquinodimethane

Kelly, Glenn, Darviche, Fatemeh, Robertson, Neil, Gelbrich, Thomas, Hursthouse, Michael B., Thomas, Dafydd A. and Butler, Ian R. (2005) Directly-linked intramolecular donor-acceptor compounds of ferrocene and tetracyanoanthraquinodimethane. Inorganic Chemistry Communications, 8 (10), 874-877. (doi:10.1016/j.inoche.2005.06.011).

Abstract

Two new intramolecular donor-acceptor species have been prepared linking ferrocene (Fc) directly to either the 1 (1) or 2 (2) positions of tetracyanoanthraquinodimethane (TCNAQ). Spectroscopic and electrochemical characterisation show significant differences between 1 and 2, revealing the importance of the position of attachment. The Fc part is a poorer donor and the TCNAQ part a poorer acceptor than the respective parent molecules and an intramolecular charge-transfer transition is observed at 604 nm (1) and 634 nm (2). The X-ray structure of 1 shows the TCNAQ component with the typical folded conformation with the ferrocene unit rotated by 38.0 degrees relative to the ring to which it is attached.

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