Structures of small hydrocarbons adsorbed on Si(001) and Si terminated β-SiC(001)

Craig, B.I.; Smith, P. V.

doi:10.1016/0039-6028(92)90706-c

Cited by 66 publications

(17 citation statements)

References 19 publications

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“…& studies (12,13). At present, it is controversial whether the mode of olefin chemisorption involves only the breaking of the Si-Si p-bond or whether the Si-Si-s bond also breaks upon addition of the C=C functionality to the dimer sites.…”

Section: H J Cooke and B A Smthmentioning

confidence: 99%

“…Their approach was made possible by the discovery of the reverse transcriptase subunit of telomerase ITRT) from two unicellular eukaryotes (1 2) and by the subsequent identification of a human ortholog ( h T R T ) (13). Most somatic human cells do not express this reverse transcriptase but contain all the other components of the enzyme so that expression of the missing h T R T component leads to reconstitution of enzyme activity ( I 4).…”

mentioning

confidence: 99%

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A New Opportunity in Silicon-Based Microelectronics

Yates

1998

Science

310

277

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Section: H J Cooke and B A Smthmentioning

confidence: 99%

mentioning

confidence: 99%

A New Opportunity in Silicon-Based Microelectronics

Yates

1998

Science

310

277

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“…The fact that Si and C are both Group IV elements suggests that Si might also undergo cycloaddition reactions with C=C (alkene) groups [18]. Previous studies of ethylene on Si(001) have generally agreed on a similar means of bonding to the surface [3][4][5][6][19][20][21][22][23][24][25]. However, these previous studies did not systematically address the formation of ordered organic monolayers by extending the cycloaddition chemistry to other alkenes.…”

Section: Resultsmentioning

confidence: 97%

Scanning tunneling microscopy of cyclic unsaturated organic molecules on Si(001)

Hovis¹,

Liu²,

Hamers³

1998

Applied Physics A: Materials Science & Processing

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Scanning tunneling microscopy and optical spectroscopy techniques have been utilized to investigate the formation of ordered organic monolayer films on the (001) face of silicon. While norbornadiene produces only disordered films, cyclopentene and 1,5-cyclooctadiene both produce monolayer films that are ordered translationally and rotationally. The rotational orientations of the molecules arise from the directional interaction of the π orbitals of the starting alkene with the π orbital of the dimers comprising the reconstructed Si(001) surface, with the Si(001) surface acting as a template for determining the directionality of molecules in the subsequent organic film. Using single-domain Si(001) samples, it is shown that the molecular films also exhibit anisotropy in optical properties when measured on centimeter length scales.Chemisorption of organic molecules on Si(001) surfaces typically involves fragmentation of the molecule. In the specific case of unsaturated organic molecules, however, another mode of bonding is possible. As depicted in Fig. 1, alkenes Fig. 1. Schematic depiction of cycloaddition reaction between Si=Si dimers or Si(001) surface and an unsaturated alkene, cyclopentene * Corresponding author (molecules having one or more double bonds) can bond to the Si(001) surface by breaking the π bonds of the alkene and the Si(001) dimers and forming two new sigma (σ) bonds. This mode of bonding is interesting and unique because it does not involve fragmentation of the organic molecule and therefore provides better control of the atomic-level structure than dissociative reactions would. Previous studies have shown that this mode of bonding is utilized in the bonding of ethylene and acetylene to the Si(001) surface [1][2][3][4][5][6][7][8]. We have recently shown that this mode of bonding can be utilized with larger organic molecules, leading to the formation of ordered organic monolayer films at room temperature [9][10][11][12][13][14].

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“…The bonding is termed di-σ because it takes place through the formation of two new σ bonds between Si and C atoms. While the reaction breaks the π bonds of the hydrocarbons and, if actually present, the Si-Si dimer, the original σ bonds remain preserved [11][12][13]. For ethylene a barrier to desorption of 1.65 eV (38 kcal mol -1 ) was evaluated from thermal desorption [14], which represents an upper bound to the binding energy.…”

Section: Prototype Examples: the Chemisorption Of Ethylene And Acetylmentioning

confidence: 99%

Functionalization of Semiconductor Surfaces by Organic Layers: Concerted Cycloaddition Versus Stepwise Free-Radical Reaction Mechanisms

Bilić

Reimers

Hush

2006

Properties of Single Organic Molecules on Crystal Surfaces

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In the age when the miniaturization trend that has driven the semiconductor industry is reaching its limits, organic modification of semiconductors is emerging as a field that could give much-needed impetus. We review the current state of understanding of the functionalization of C(100), Si(100), and Ge(100) surfaces through chemisorption of alkenes and alkynes, focussing on adsorbate structural control. While reactions on C(100) show most of the properties expected for concerted cycloaddition reactions such as [2+2] and [4+2] (Diels-Alder) processes, reactions on Si(100) present a wide range of variant behaviour, including in some cases the prominence of non-cycloaddition products. More general stepwise free-radical addition processes are seen to provide a better description of reactions on Si(100), their prominence being attributed to either the non-existence or ineffectiveness of π bonding within surface silicon dimers. The investigations of these systems provide not only insight into driving mechanisms for chemisorption but also motivation for the development of new techniques of organic functionalization on semiconductors.

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Structures of small hydrocarbons adsorbed on Si(001) and Si terminated β-SiC(001)

Cited by 66 publications

References 19 publications

A New Opportunity in Silicon-Based Microelectronics

A New Opportunity in Silicon-Based Microelectronics

Scanning tunneling microscopy of cyclic unsaturated organic molecules on Si(001)

Functionalization of Semiconductor Surfaces by Organic Layers: Concerted Cycloaddition Versus Stepwise Free-Radical Reaction Mechanisms

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