Issue 63, 2014

Tip-induced C–H activation and oligomerization of thienoanthracenes

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

Supplementary files

Article information

Article type
Communication
Submitted
15 Mai 2014
Accepted
15 Jun 2014
First published
23 Jun 2014

Chem. Commun., 2014,50, 8791-8793

Author version available

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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