2019
DOI: 10.1039/c8nr10464f
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Electrically transmissive alkyne-anchored monolayers on gold

Abstract: Well-ordered, self-assembled monolayer films of 1,4-bis((4-ethynylphenyl)ethynyl)benzene on gold are shown to be nearly transparent to outer-sphere electron transfer processes.

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Cited by 18 publications
(24 citation statements)
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“…142 Assembly of alkynes on gold has also been described using hydrogen-terminated alkynes as the anchoring group precursor, with formation of R-CuC-Au linkages. 174,175 The reported assembly conditions usually specify an inert atmosphere to prevent oxidation of the alkyne functionality, and an overnight assembly period, indicating that this method is slower and more sensitive than those based on in situ deprotection. Aumolecule-Au junctions have additionally been formed from assemblies of OAE or OAE-like molecules bearing a terminal alkyne-Au complex.…”
Section: Structural Diversity Of Oaesmentioning
confidence: 99%
“…142 Assembly of alkynes on gold has also been described using hydrogen-terminated alkynes as the anchoring group precursor, with formation of R-CuC-Au linkages. 174,175 The reported assembly conditions usually specify an inert atmosphere to prevent oxidation of the alkyne functionality, and an overnight assembly period, indicating that this method is slower and more sensitive than those based on in situ deprotection. Aumolecule-Au junctions have additionally been formed from assemblies of OAE or OAE-like molecules bearing a terminal alkyne-Au complex.…”
Section: Structural Diversity Of Oaesmentioning
confidence: 99%
“…1 In this context, a comprehensive study of different anchor groups has been systematically performed by several research groups. These studies include monodentate molecules using anchor groups such as thiols [14][15][16][17] amines, 14,18,19 methyl sulfides, 20 selenols, 21,22 cyano, 23,24 isocyanides, 25 nitriles, 26 hydroxyl, 27 ethynylbenzenes, 28 isothiocyanates, 29 pyridines, [30][31][32][33][34] N-heterocyclic carbenes, 35 dimethylphosphine, 36 dihydrobenzo[b]thiophenes, 37 4-(methylthio)phenyl groups, 38 thienyl rings, 39 diphenylphosphines, 40 trimethylsilylethynyl, [41][42][43] tetrathiofulvalenes, 44 triazatriangulenes, 45 and fullerenes. [46][47][48] More recently, bidentate molecules such as carboxylic acids, 47,49,50 carbodithioates, 51,52 dithiocarbamates, 53,54 norbornyldithiol, 55 cathecols,…”
Section: Introductionmentioning
confidence: 99%
“…Grirrane et al synthesized a novel family of dipropargylamines through a double catalytic A 3 -coupling of primary amine, formaldehyde and TMSA, and subsequent deprotection of two terminal trimethylsilyl (TMS) groups endow them with high values of post-modification [20]. Furthermore, Alejandro and Pilar reported metal-monolayer-metal molecular electronic devices based on oligoynes (Me 3 Si–(C=C) 4 –SiMe 3 ) through fluoride-induced deprotection of terminal trimethylsilyl (TMS) groups [21,22], and this nascent surface modification technique provided new perspectives for the fabrication of molecular electrochemical sensors.…”
Section: Introductionmentioning
confidence: 99%