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Diruthenium(II) Capped Oligothienylethynyl Bridged Highly Soluble Organometallic Wires for Long-Range Electronic Coupling

Abstract

Organometallic molecular wires having π-conjugation along the molecular backbones are of considerable interest for its application in molecular-scale electronics. In this regard, thienylethynyl based π-conjugated oligomers of three, five and seven thienylethynyl units with -C≡C-H termini have been successfully synthesized through stepwise Pd(0)/Cu(I) catalyzed Sonogashira coupling. The corresponding highly soluble diruthenium(II) diacetylide complexes (O1-Ru2, O3-Ru2, O5-Ru2 and O7-Ru2 respectively) have been prepared by the reaction of cis-Ru(dppe)2Cl2 and NaPF6 in DCM with the corresponding rigid rod-like thienylethynyl oligomers with one, three, five and seven thienylethynyl π-conjugated segments having alkynyl termini (O1, O3, O5 and O7). These Ru(II)-Cl capped diacetylide complexes have been further functionalized by incorporating phenylacetynyl moiety to afford [Ru(II)−C≡C−Ph] capped diacetylide organometallic wires (O1-Ru2-Ph, O3-Ru2-Ph, O5-Ru2-Ph and O7-Ru2-Ph). The photophysical properties of the thienylethynyl based highly soluble oligomers and Ru(II)-organometallic wires have been explored to understand the electronic properties. Electrochemical studies binuclear ruthenium(II)-alkynyl complexes have been found to be highly interesting revealing long-range electrochemical communication between the two remote Ru(II) termini connected even with five and seven thienylethynyl units. DFT computational studies further support the long range electrochemical communication between the redox active metal termini through the heavily participation of thienylethynyl bridge in the corresponding mono-oxidized mixed valence species of the organometallic wire like complexes.

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Publication details

The article was received on 06 May 2018, accepted on 11 Jun 2018 and first published on 12 Jun 2018


Article type: Paper
DOI: 10.1039/C8DT01818A
Citation: Dalton Trans., 2018, Accepted Manuscript
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    Diruthenium(II) Capped Oligothienylethynyl Bridged Highly Soluble Organometallic Wires for Long-Range Electronic Coupling

    S. Saha Roy, A. Sil, D. Giri, S. Roy Chowdhury, S. Mishra and S. K. Patra, Dalton Trans., 2018, Accepted Manuscript , DOI: 10.1039/C8DT01818A

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