An azanorbornadiene anchor for molecular-level construction on silicon(100)

Bing Wang, Xiaolai Zheng, Josef Michl, Edward T. Foley, Mark C Hersam, Ante Bilić, Maxwell J. Crossley, Jeffrey R. Reimers, Noel S. Hush

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

N-trimethylsilyl-7-azanorbornadiene (TMSAN) is synthesized and chemisorbed on the silicon(100)-2 × 1 surface under ultra-high vacuum conditions and the resulting structure is determined using scanning tunnelling microscopy (STM). The binding exhibits poor short-range order, similar to that for norbornadiene. Patterning of the adsorbate is demonstrated following STM electron-stimulated depassivation of a silicon(100)-2 × 1-H surface, indicating that the placement of TMSAN on the surface can be controlled. Density-functional theory (DFT) calculations verify the close analogy between the binding of TMSAN and its much studied parent compound, norbornadiene. This analogue is novel, however, in that it can provide anchor points for construction at the molecular level above the silicon surface. How such construction could proceed is controlled by the topology of the nitrogen atom and the torsional potential for rotation about the N-Si bond. While these key features are not readily apparent from the STM results, DFT predicts that TMSAN above silicon(100) adopts a structure containing an azimuthal rotor: the nitrogen atom is in a planar configuration so that the N-Si bond is normal to the silicon surface, there being also nearly free rotation about the N-Si bond. Further, variants of TMSAN are considered in which a double-well potential for nitrogen inversion is predicted, suggesting that chemical control can be established over the architectural function of this class of compounds.

Original languageEnglish
Pages (from-to)324-332
Number of pages9
JournalNanotechnology
Volume15
Issue number3
DOIs
Publication statusPublished - Mar 2004

Fingerprint

Silicon
Anchors
Scanning tunneling microscopy
silicon
scanning tunneling microscopy
Nitrogen
nitrogen atoms
Density functional theory
density functional theory
Atoms
Ultrahigh vacuum
Adsorbates
ultrahigh vacuum
rotors
topology
Rotors
Topology
analogs
inversions
nitrogen

ASJC Scopus subject areas

  • Engineering (miscellaneous)
  • Materials Science(all)
  • Physics and Astronomy (miscellaneous)

Cite this

Wang, B., Zheng, X., Michl, J., Foley, E. T., Hersam, M. C., Bilić, A., ... Hush, N. S. (2004). An azanorbornadiene anchor for molecular-level construction on silicon(100). Nanotechnology, 15(3), 324-332. https://doi.org/10.1088/0957-4484/15/3/016

An azanorbornadiene anchor for molecular-level construction on silicon(100). / Wang, Bing; Zheng, Xiaolai; Michl, Josef; Foley, Edward T.; Hersam, Mark C; Bilić, Ante; Crossley, Maxwell J.; Reimers, Jeffrey R.; Hush, Noel S.

In: Nanotechnology, Vol. 15, No. 3, 03.2004, p. 324-332.

Research output: Contribution to journalArticle

Wang, B, Zheng, X, Michl, J, Foley, ET, Hersam, MC, Bilić, A, Crossley, MJ, Reimers, JR & Hush, NS 2004, 'An azanorbornadiene anchor for molecular-level construction on silicon(100)', Nanotechnology, vol. 15, no. 3, pp. 324-332. https://doi.org/10.1088/0957-4484/15/3/016
Wang, Bing ; Zheng, Xiaolai ; Michl, Josef ; Foley, Edward T. ; Hersam, Mark C ; Bilić, Ante ; Crossley, Maxwell J. ; Reimers, Jeffrey R. ; Hush, Noel S. / An azanorbornadiene anchor for molecular-level construction on silicon(100). In: Nanotechnology. 2004 ; Vol. 15, No. 3. pp. 324-332.
@article{bcadb8ae72584f39bffffb045e9247c6,
title = "An azanorbornadiene anchor for molecular-level construction on silicon(100)",
abstract = "N-trimethylsilyl-7-azanorbornadiene (TMSAN) is synthesized and chemisorbed on the silicon(100)-2 × 1 surface under ultra-high vacuum conditions and the resulting structure is determined using scanning tunnelling microscopy (STM). The binding exhibits poor short-range order, similar to that for norbornadiene. Patterning of the adsorbate is demonstrated following STM electron-stimulated depassivation of a silicon(100)-2 × 1-H surface, indicating that the placement of TMSAN on the surface can be controlled. Density-functional theory (DFT) calculations verify the close analogy between the binding of TMSAN and its much studied parent compound, norbornadiene. This analogue is novel, however, in that it can provide anchor points for construction at the molecular level above the silicon surface. How such construction could proceed is controlled by the topology of the nitrogen atom and the torsional potential for rotation about the N-Si bond. While these key features are not readily apparent from the STM results, DFT predicts that TMSAN above silicon(100) adopts a structure containing an azimuthal rotor: the nitrogen atom is in a planar configuration so that the N-Si bond is normal to the silicon surface, there being also nearly free rotation about the N-Si bond. Further, variants of TMSAN are considered in which a double-well potential for nitrogen inversion is predicted, suggesting that chemical control can be established over the architectural function of this class of compounds.",
author = "Bing Wang and Xiaolai Zheng and Josef Michl and Foley, {Edward T.} and Hersam, {Mark C} and Ante Bilić and Crossley, {Maxwell J.} and Reimers, {Jeffrey R.} and Hush, {Noel S.}",
year = "2004",
month = "3",
doi = "10.1088/0957-4484/15/3/016",
language = "English",
volume = "15",
pages = "324--332",
journal = "Nanotechnology",
issn = "0957-4484",
publisher = "IOP Publishing Ltd.",
number = "3",

}

TY - JOUR

T1 - An azanorbornadiene anchor for molecular-level construction on silicon(100)

AU - Wang, Bing

AU - Zheng, Xiaolai

AU - Michl, Josef

AU - Foley, Edward T.

AU - Hersam, Mark C

AU - Bilić, Ante

AU - Crossley, Maxwell J.

AU - Reimers, Jeffrey R.

AU - Hush, Noel S.

PY - 2004/3

Y1 - 2004/3

N2 - N-trimethylsilyl-7-azanorbornadiene (TMSAN) is synthesized and chemisorbed on the silicon(100)-2 × 1 surface under ultra-high vacuum conditions and the resulting structure is determined using scanning tunnelling microscopy (STM). The binding exhibits poor short-range order, similar to that for norbornadiene. Patterning of the adsorbate is demonstrated following STM electron-stimulated depassivation of a silicon(100)-2 × 1-H surface, indicating that the placement of TMSAN on the surface can be controlled. Density-functional theory (DFT) calculations verify the close analogy between the binding of TMSAN and its much studied parent compound, norbornadiene. This analogue is novel, however, in that it can provide anchor points for construction at the molecular level above the silicon surface. How such construction could proceed is controlled by the topology of the nitrogen atom and the torsional potential for rotation about the N-Si bond. While these key features are not readily apparent from the STM results, DFT predicts that TMSAN above silicon(100) adopts a structure containing an azimuthal rotor: the nitrogen atom is in a planar configuration so that the N-Si bond is normal to the silicon surface, there being also nearly free rotation about the N-Si bond. Further, variants of TMSAN are considered in which a double-well potential for nitrogen inversion is predicted, suggesting that chemical control can be established over the architectural function of this class of compounds.

AB - N-trimethylsilyl-7-azanorbornadiene (TMSAN) is synthesized and chemisorbed on the silicon(100)-2 × 1 surface under ultra-high vacuum conditions and the resulting structure is determined using scanning tunnelling microscopy (STM). The binding exhibits poor short-range order, similar to that for norbornadiene. Patterning of the adsorbate is demonstrated following STM electron-stimulated depassivation of a silicon(100)-2 × 1-H surface, indicating that the placement of TMSAN on the surface can be controlled. Density-functional theory (DFT) calculations verify the close analogy between the binding of TMSAN and its much studied parent compound, norbornadiene. This analogue is novel, however, in that it can provide anchor points for construction at the molecular level above the silicon surface. How such construction could proceed is controlled by the topology of the nitrogen atom and the torsional potential for rotation about the N-Si bond. While these key features are not readily apparent from the STM results, DFT predicts that TMSAN above silicon(100) adopts a structure containing an azimuthal rotor: the nitrogen atom is in a planar configuration so that the N-Si bond is normal to the silicon surface, there being also nearly free rotation about the N-Si bond. Further, variants of TMSAN are considered in which a double-well potential for nitrogen inversion is predicted, suggesting that chemical control can be established over the architectural function of this class of compounds.

UR - http://www.scopus.com/inward/record.url?scp=1642587831&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=1642587831&partnerID=8YFLogxK

U2 - 10.1088/0957-4484/15/3/016

DO - 10.1088/0957-4484/15/3/016

M3 - Article

VL - 15

SP - 324

EP - 332

JO - Nanotechnology

JF - Nanotechnology

SN - 0957-4484

IS - 3

ER -