Long-distance electronic coupling in diferrocenyl compounds with cross-conjugated germinal-diethynylethene bridges

Long-distance electronic coupling in diferrocenyl compounds with cross-conjugated... A series of germinal-diethynylethene (gem-DEE) bridged diferrocenyl compounds, including 1,1-[bis(ferrocenylethynyl)methylene]cyclohexane (1), 1,1-[bis(ferrocenylethynyl)methylene]tetrahydro-2H-pyran (2), and 1,1-[bis(ferrocenylethynyl)methylene]tetrahydro-2H-thiopyran (3) were synthesized and characterized. The Fe⋯Fe distance between the two ferrocenyl termini reaches up to ∼9 Å for compounds 2 and 3. The electrochemical measurements demonstrate moderate electronic coupling between the gem-DEE-bridged ferrocenyl (Fc) termini in this cross-conjugated system. UV–vis–NIR spectroscopy studies suggest that the monocation species of these compounds belong to class II mixed-valence systems in Robin–Day classification. DFT calculations further reveal electronic structures of these cross-conjugated diferrocenyl compounds. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Journal of Organometallic Chemistry Elsevier

Long-distance electronic coupling in diferrocenyl compounds with cross-conjugated germinal-diethynylethene bridges

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Publisher
Elsevier
Copyright
Copyright © 2018 Elsevier B.V.
ISSN
0022-328X
eISSN
1872-8561
D.O.I.
10.1016/j.jorganchem.2018.01.052
Publisher site
See Article on Publisher Site

Abstract

A series of germinal-diethynylethene (gem-DEE) bridged diferrocenyl compounds, including 1,1-[bis(ferrocenylethynyl)methylene]cyclohexane (1), 1,1-[bis(ferrocenylethynyl)methylene]tetrahydro-2H-pyran (2), and 1,1-[bis(ferrocenylethynyl)methylene]tetrahydro-2H-thiopyran (3) were synthesized and characterized. The Fe⋯Fe distance between the two ferrocenyl termini reaches up to ∼9 Å for compounds 2 and 3. The electrochemical measurements demonstrate moderate electronic coupling between the gem-DEE-bridged ferrocenyl (Fc) termini in this cross-conjugated system. UV–vis–NIR spectroscopy studies suggest that the monocation species of these compounds belong to class II mixed-valence systems in Robin–Day classification. DFT calculations further reveal electronic structures of these cross-conjugated diferrocenyl compounds.

Journal

Journal of Organometallic ChemistryElsevier

Published: Mar 15, 2018

References

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