Diferrocenyl molecular wires. The role of heteroatom linkers.

J Am Chem Soc

School of Chemistry and Biochemistry, Georgia Institute of Technology, 901 Atlantic Drive, Atlanta, Georgia 30332-0400, USA.

Published: August 2010

Diferrocenyl molecular "wires", in which two ferrocenes are linked by a conjugated chain, allowing the communication of redox information between the ferrocenes, are a versatile platform on which to investigate notions of molecular conductivity. In this paper, we examine the role of heteroatoms--including O, P, S, and Se, as well as C atoms in various oxidation states--separated from the ferrocenes by intervening double bonds which minimize any steric effects. Surprisingly, oxygen is a better electronic mediator than sulfur, a phenomenon we attribute to superior molecular orbital overlap. These fundamental studies on redox coupling will help to guide the design of efficient organic conductors for organic electronics.

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http://dx.doi.org/10.1021/ja101585zDOI Listing

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