2010
DOI: 10.1021/jp105904u
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Adsorption, Assembly, and Dynamics of Dibutyl Sulfide on Au{111}

Abstract: Alkanethiol (RSH) monolayers are by far the most extensively studied surface self-assembly systems due to their robustness and the opportunity to control their assembly in the dimension perpendicular to the surface. Thioethers (RSR′), a similar class of molecule, remain largely unstudied to date but may offer a similar level of assembly control parallel to the surface. Here we report the self-assembly of dibutyl sulfide, a symmetric thioether species, on a Au{111} surface using scanning tunneling microscopy. A… Show more

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Cited by 36 publications
(75 citation statements)
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“…Tripodal arrangements have been shown before to support stable surface architectures, and SAMs of complex molecules have been successfully prepared using space-demanding tripodal anchors [24 -27]. While thiol groups have been most widely used to attach metal complexes to a gold surface [28,29], some workers have also used thioesters [30 -32], thioethers [27,33,34] or, prior to us, thiocyanates [35]. These 'masked' S-containing functional groups, while retaining a high affinity for gold, are far less reactive towards the central ion in the complex.…”
Section: Introductionmentioning
confidence: 99%
“…Tripodal arrangements have been shown before to support stable surface architectures, and SAMs of complex molecules have been successfully prepared using space-demanding tripodal anchors [24 -27]. While thiol groups have been most widely used to attach metal complexes to a gold surface [28,29], some workers have also used thioesters [30 -32], thioethers [27,33,34] or, prior to us, thiocyanates [35]. These 'masked' S-containing functional groups, while retaining a high affinity for gold, are far less reactive towards the central ion in the complex.…”
Section: Introductionmentioning
confidence: 99%
“…In this paper, we extend our previous work on symmetric thioether (RSR) self-assembly [42][43][44] to asymmetric thioethers (RSR 0 ) and show that these monolayers are chiral by virtue of the binding of one of the two pro-chiral lone pairs on the S atom to the Au surface [45]. We find that wellordered domains of butyl methyl sulfide (BMS) and 4,4, 4-trifluorobutyl methyl sulfide (4TF-BMS) form due to van der Waals interactions between molecules, and that the selfassembly is almost 100% enantiospecific, leading to the growth of large homochiral domains.…”
Section: Introductionmentioning
confidence: 66%
“…To control the direction of the motion, the use of 1D periodic surfaces or step edges is a good choice to induce a linear movement. Contrary to metallic surfaces, which offer few possibilities to obtain 1D periodic surfaces (Cu-O/Cu [9] or Au(111) [10]), semiconductor or metal-semiconductor interfaces possess a high number of 1D surface reconstructions [11][12][13][14]. Few of them have been tested for molecular motion; nevertheless, the results obtained on InSb or SmSi are very convincing.…”
Section: D Molecular Sliding On Insbmentioning
confidence: 99%
“…Along the step edges, in the [1][2][3][4][5][6][7][8][9][10] direction, the molecules are very weakly bound to the surface and appear like two protrusions, while in the [110] direction, the molecules are strongly bound to the surface and no change is observed after several scans. On terraces, some noisy horizontal lines indicate mobile molecules while CuPc molecules appear as eight separated protrusions centered over the bright substrate rows, which correspond to the topmost In atoms.…”
Section: D Molecular Sliding On Insbmentioning
confidence: 99%
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