Synthesis of triarylphosphines having para –SH and –SMe groups

Ragaini, Fabio; Lunardi, Luca; Tomasoni, Diego; Guglielmi, Vittoria

doi:10.1016/j.jorganchem.2004.08.031

Cited by 3 publications

(7 citation statements)

References 45 publications

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“…Compound 3 was prepared by the literature methods, 10 the synthesis of compounds 1, 2, 1–3=S, 1–3=Se, 2=O, 3=O, and [3-Me] + are given in the ESI. †…”

Section: Experimental Methodsmentioning

confidence: 99%

“…Ragaini demonstrated that 4,4 0 ,4 00 -phosphanetriyltribenzenethiol can simultaneously coordinate to metal complexes such as Ni(CO) 3 via the phosphine, and chemisorb to a gold surface via the thiols to give a trigonal pyramidal structure on the surface. 10 Parameswaran et al has previously demonstrated that diphenylphosphine moieties can function as mechanically and chemically stable AGs with a tendency to bind to undercoordinated gold atoms on the surface. 11 In addition to enhanced stability compared with corresponding dialkylphosphines, diphenylphosphines couple well to the ssystem of alkanes resulting in relatively high conductances for Ph 2 P(CH 2 ) n PPh 2 junctions.…”

Section: Introductionmentioning

confidence: 99%

“…Ragaini demonstrated that 4,4′,4′′-phosphanetriyltribenzenethiol can simultaneously coordinate to metal complexes such as Ni(CO) 3 via the phosphine, and chemisorb to a gold surface via the thiols to give a trigonal pyramidal structure on the surface. 10 …”

Section: Introductionmentioning

confidence: 99%

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Conductance of ‘bare-bones’ tripodal molecular wires

et al. 2018

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Controlling the orientation of molecular conductors on the electrode surfaces is a critical factor in the development of single-molecule conductors. In the current study, we used the scanning tunnelling microscopy-based break junction (STM-BJ) technique to explore 'bare-bones' tripodal molecular wires, employing different anchor groups (AGs) at the 'top' and 'bottom' of the tripod. The triarylphosphine tris(4-(methylthio)phenyl)phosphine and its corresponding phosphine sulfide showed only a single high conductance feature in the resulting 1-and 2-dimensional conductance histograms, whereas analogous molecules with fewer than three thiomethyl AGs did not show clear conductance features. Thus, by systematic molecular modifications and with the aid of supporting DFT calculations, the binding geometry, with respect to the surface, was elucidated.

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“…Compound 3 was prepared by the literature methods, 10 the synthesis of compounds 1, 2, 1–3=S, 1–3=Se, 2=O, 3=O, and [3-Me] + are given in the ESI. †…”

Section: Experimental Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Conductance of ‘bare-bones’ tripodal molecular wires

et al. 2018

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“…This chemical function has the well-known ability to covalently bind to such a surface. [35][36][37][38] Owing to its high reactivity (see the Experimental Section), the tetrahedral cluster [RuCo 3 (H)(CO) 11 (Ph 2 PCH 2 CH 2 SH)] (1) was obtained in low yield from the reaction of [RuCo 3 (H)(CO) 12 ] with Ph 2 PCH 2 CH 2 SH in dichloromethane at room temperature. The molecular structure of 1 was determined by X-ray diffraction studies and is shown in Figure 1.…”

Section: Resultsmentioning

confidence: 99%

Grafting and Thermal Stripping of Organo‐Bimetallic Clusters on Au Surfaces: Toward Controlled Co/Ru Aggregates

Naitabdi

Toulemonde

Bucher

et al. 2008

Chemistry A European J

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The controlled stoichiometry of heterometallic carbonyl clusters make them attractive precursors for the stabilization of bare metal alloy clusters for magnetic applications. The mixed-metal molecular cluster [RuCo3(H)(CO)12] has been functionalized with the phosphane-thiol ligand Ph2PCH2CH2SH to allow subsequent anchoring on a gold surface. The resulting tetrahedral cluster [RuCo3(H)(CO)11(Ph2PCH2CH2SH)] (1) has been characterized by X-ray diffraction and the P-monodentate ligand is axially bound to a cobalt center and trans to the ruthenium cap. This synthesis also yielded the product of oxidative coupling, in which two SH groups were coupled intermolecularly to give a disulfide ligand that links two tetrahedral cluster units in [{RuCo3(H)(CO)11(Ph2PCH2CH2S)}2] (2). This cluster has also been characterized by X-ray diffractions studies. After deposition of 1 on a Au(111) surface by self-assembly, the carbonyl ligands were stripped off by thermal annealing in ultra-high vacuum (UHV) to form a metallic species. X-ray photoelectron spectroscopic measurements performed as a function of the annealing temperature show that the cobalt and ruthenium centers converge towards metallic character and that the stoichiometry of the alloy is retained during the annealing process. Preliminary X-ray absorption spectroscopy (XAS) synchrotron experiments indicate that clusters 1 and 2 behave similarly, which is consistent with the retention of their tetrahedral units on the gold surface after transformation of the thiol function or breaking of the disulfide bond to form Au--S bonds, respectively, has occurred.

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“…In our further communications [9][10][11][12][13] we reported syntheses of a variety of analogous dicarbonyl rhodium(I) complexes with bidentate monoanionic ligands and salts of the [Rh(CO) 2 Cl 2 ] À anion. Within the following four decades this method has gained wide acceptance and has become a routine laboratory practice (see for example [14][15][16][17][18][19][20][21][22][23][24][25][26]) and a subject of industrially oriented studies [27]. The mechanistic scheme we suggested [28,29] involved direct carbonyl group transfer from a DMF molecule to a rhodium atom.…”

Section: Introductionmentioning

confidence: 99%