Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 12, Pages 4220-4223Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja110837s
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Funding
- UK EPSRC [EP/D048761/1]
- Royal Society Leverhulme Trust
- EPSRC [EP/D048761/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/D048761/1] Funding Source: researchfish
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Monolayers of monomer 1,3,5-tri(4-bromophenyl)benzene (TBPB) and the dimerized product 3,3',5,5'-tetra(4-bromophenyl)quaterphenyl (TBPQ) on a gold surface have been studied using ambient scanning tunneling microscopy and time-of-flight secondary ion mass spectrometry (ToF-SIMS). Molecular layers are prepared by allowing sessile drops of solution to dry on a gold substrate. For room-temperature deposition we observe ordered arrays of TBPB in three distinct packing arrangements. Deposition on a heated substrate leads to the formation of the dimerized product, TBPQ through a surface-induced aryl aryl coupling. Regions of TBPQ coexist with regions of disordered multiply linked molecules. The conversion of monomer TPBP to dimers is confirmed using ToF-SIMS. Our results demonstrate an alternative, solution-phase approach to the formation of large molecules and nanostructures by coupling reactions.
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