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Issue 63, 2014
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Tip-induced C–H activation and oligomerization of thienoanthracenes

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Abstract

The tip of a scanning tunneling microscope (STM) can be used to dehydrogenate freely-diffusing tetrathienoanthracene (TTA) molecules on Cu(111), trapping the molecules into metal-coordinated oligomeric structures. The process proceeds at bias voltages above ∼3 V and produces organometallic structures identical to those resulting from the thermally-activated cross-coupling of a halogenated analogue. The process appears to be substrate dependent: no oligomerization was observed on Ag(111) or HOPG. This approach demonstrates the possibility of controlled synthesis and nanoscale patterning of 2D oligomer structures on selected surfaces.

Graphical abstract: Tip-induced C–H activation and oligomerization of thienoanthracenes

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Publication details

The article was received on 15 May 2014, accepted on 15 Jun 2014, published on 23 Jun 2014 and first published online on 23 Jun 2014


Article type: Communication
DOI: 10.1039/C4CC03719G
Citation: Chem. Commun., 2014,50, 8791-8793
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    Tip-induced C–H activation and oligomerization of thienoanthracenes

    L. E. Dinca, J. M. MacLeod, J. Lipton-Duffin, C. Fu, D. Ma, D. F. Perepichka and F. Rosei, Chem. Commun., 2014, 50, 8791
    DOI: 10.1039/C4CC03719G

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