Self-Assembly of n-Alkyl Thiols as Disulfides on Au(111)

A grazing incidence x-ray diffraction study of CH3(CH2)9SH self-assembled on the (111) surface of gold revealed a disulfide head group structure, which provides a context in which to understand the structure and self-assembly process of this widely studied system. The structure consists of a nearly hexagonal two-dimensional arrangement of the hydrocarbon chains with a dimerization of the sulfur head groups (accommodated through a gauche bond), resulting in a S-S spacing of 2.2 angstroms. These results demonstrate the importance of internal molecular degrees of freedom in the templating of "soft" organic materials on inorganic substrates.

[1]  M. Tarlov,et al.  The c(4X2) Superlattice of n-Alkanethiol Monolayers Self-Assembled on Au(111) , 1994 .

[2]  S. Mann,et al.  Crystallization at Inorganic-organic Interfaces: Biominerals and Biomimetic Synthesis , 1993, Science.

[3]  H. Sellers On the chemisorption and dissociation of HSCH3 on the Au(111) surface , 1993 .

[4]  G. Scoles,et al.  Structural defects in self-assembled organic monolayers via combined atomic beam and x-ray diffraction , 1993 .

[5]  Interchange between monolayers on gold formed from unsymmetrical disulfides and solutions of thiols: evidence for sulfur-sulfur bond cleavage by gold metal , 1993 .

[6]  P. Fenter,et al.  Chain-length dependence of the structures and phases of CH3(CH2)n-1 SH self-assembled on Au(111). , 1993, Physical review letters.

[7]  G. Scoles,et al.  Superlattice structure at the surface of a monolayer of octadecanethiol self‐assembled on Au(111) , 1993 .

[8]  R. Nuzzo,et al.  Molecular ordering of organosulfur compounds on Au(111) and Au(100): Adsorption from solution and in ultrahigh vacuum , 1993 .

[9]  R. Nuzzo,et al.  Synthesis, Structure, and Properties of Model Organic Surfaces , 1992 .

[10]  M. J. Weaver,et al.  Observing surface chemical transformations by atomic-resolution scanning tunneling microscopy: sulfide electrooxidation on gold(111) , 1992 .

[11]  Synthesis, Structure, and Properties of Model Oraganic Surfaces , 1992 .

[12]  T. M. Putvinski,et al.  Surface structure and thermal motion of n‐alkane thiols self‐assembled on Au(111) studied by low energy helium diffraction , 1991 .

[13]  A. Ulmann,et al.  An introduction to ultrathin organic films , 1991 .

[14]  M. Klein,et al.  Molecular dynamics simulation of the effects of temperature on a dense monolayer of long‐chain molecules , 1990 .

[15]  Stephen R. Forrest,et al.  Quasi‐epitaxial growth of organic multiple quantum well structures by organic molecular beam deposition , 1990 .

[16]  Ralph G. Nuzzo,et al.  Fundamental studies of microscopic wetting on organic surfaces. 1. Formation and structural characterization of a self-consistent series of polyfunctional organic monolayers , 1990 .

[17]  G. Whitesides,et al.  Comparison of self-assembled monolayers on gold: coadsorption of thiols and disulfides , 1989 .

[18]  G. Whitesides,et al.  Formation of monolayer films by the spontaneous assembly of organic thiols from solution onto gold , 1989 .

[19]  Hyuk Yu,et al.  Molecular monolayers and films. A panel report for the Materials Sciences Division of the Department of Energy , 1987 .

[20]  Ralph G. Nuzzo,et al.  Spontaneously organized molecular assemblies. 3. Preparation and properties of solution adsorbed monolayers of organic disulfides on gold surfaces , 1987 .

[21]  R. Nuzzo,et al.  Fundamental Studies of the Chemisorption of Organosulfur Compounds on Au( 111). Implications for Molecular Self-Assembly on Gold Surfaces , 1987 .

[22]  J. Nagle Theory of lipid monolayer and bilayer chain-melting phase transitions. , 1986, Faraday discussions of the Chemical Society.

[23]  B. Beagley,et al.  Electron-diffraction study of the molecular structure of dimethyldisulphide, (CH3)2S2 , 1971 .