Unprecedented transformation of tetrathienoanthracene into pentacene on Ni(111)

Dinca, Laurentiu E., Fu, Chaoying, MacLeod, Jennifer M., Lipton-Duffin, Josh, Brusso, Jaclyn L., Szakacs, Csaba E., Ma, Dongling, Perepichka, Dmitrii F., & Rosei, Federico (2013) Unprecedented transformation of tetrathienoanthracene into pentacene on Ni(111). ACS Nano, 7(2), pp. 1652-1657.

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Abstract

The imaging and characterization of single-molecule reaction events is essential to both extending our basic understanding of chemistry and applying this understanding to challenges at the frontiers of technology, for example, in nanoelectronics. Specifically, understanding the behavior of individual molecules can elucidate processes critical to the controlled synthesis of materials for applications in multiple nanoscale technologies. Here, we report the synthesis of an important semiconducting organic molecule through an unprecedented reaction observed with submolecular resolution by scanning tunneling microscopy (STM) under ultrahigh vacuum (UHV) conditions. Our images reveal a sulfur abstraction and cyclization reaction that converts tetrathienoanthracene precursors into pentacene on the Ni(111) surface. The identity of the final reaction product was confirmed by time-of-flight secondary ion mass spectrometry (TOF-SIMS). This reaction has no known literature analogue, and highlights the power of local-probe techniques for exploring new chemical pathways.

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14 citations in Web of Science®

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ID Code: 89958
Item Type: Journal Article
Refereed: Yes
Keywords: STM, SIMS, thiophene, desulfurization, pentacene, Ni(111)
DOI: 10.1021/nn305572s
ISSN: 1936-086X
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: Copyright 2013 American Chemical Society
Deposited On: 04 Apr 2016 03:33
Last Modified: 15 Apr 2016 04:03

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