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

Directly-linked intramolecular donor-acceptor compounds of ferrocene and tetracyanoanthraquinodimethane
Directly-linked intramolecular donor-acceptor compounds of ferrocene and tetracyanoanthraquinodimethane
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.
metallocene, donor-acceptor, x-ray structure, synthesis, charge-transfer properties, transfer complexes, derivatives, 12-tetracyano-9, 10-anthraquinodimethane, molecules, chemistry, systems, salts, tcnaq
874-877
Kelly, Glenn
2baac8a2-94c9-4e94-8ca3-03ca574547cd
Darviche, Fatemeh
cb317f78-a63b-4daf-8704-dab96ddb549e
Robertson, Neil
80898a7d-d131-44ba-b9e7-7435e61cd04b
Gelbrich, Thomas
42309d69-eaf1-4bb7-ba2e-db61f338e370
Hursthouse, Michael B.
a65b4d35-2ea0-47e7-938a-d744f4d9ba28
Thomas, Dafydd A.
c68b1505-660e-410a-95d9-bcf4f7501d4f
Butler, Ian R.
a3e83fb2-442a-47c7-95c8-756a9a5e9f79
Kelly, Glenn
2baac8a2-94c9-4e94-8ca3-03ca574547cd
Darviche, Fatemeh
cb317f78-a63b-4daf-8704-dab96ddb549e
Robertson, Neil
80898a7d-d131-44ba-b9e7-7435e61cd04b
Gelbrich, Thomas
42309d69-eaf1-4bb7-ba2e-db61f338e370
Hursthouse, Michael B.
a65b4d35-2ea0-47e7-938a-d744f4d9ba28
Thomas, Dafydd A.
c68b1505-660e-410a-95d9-bcf4f7501d4f
Butler, Ian R.
a3e83fb2-442a-47c7-95c8-756a9a5e9f79

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).

Record type: Article

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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More information

Published date: 1 October 2005
Keywords: metallocene, donor-acceptor, x-ray structure, synthesis, charge-transfer properties, transfer complexes, derivatives, 12-tetracyano-9, 10-anthraquinodimethane, molecules, chemistry, systems, salts, tcnaq

Identifiers

Local EPrints ID: 20837
URI: http://eprints.soton.ac.uk/id/eprint/20837
PURE UUID: 7b0831f4-2b7c-4c65-bd43-f714d67991fe

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Date deposited: 02 Mar 2006
Last modified: 15 Jul 2019 19:25

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Contributors

Author: Glenn Kelly
Author: Fatemeh Darviche
Author: Neil Robertson
Author: Thomas Gelbrich
Author: Michael B. Hursthouse
Author: Dafydd A. Thomas
Author: Ian R. Butler

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