Formation of Highly Ordered Organic Monolayers by Dative Bonding:  Pyridine on Ge(100)

Cho, Young Eun; Maeng, Jae Yeol; Kim, Sehun; Hong, Suklyun

doi:10.1021/ja0344617

Cited by 61 publications

(95 citation statements)

References 20 publications

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“…[252]. c 2007, American Chemical Society to attach to a single Ge atom by dative bonding to form a very stable c(4 × 2) pattern observed by STM [346]. In the case of germanium, the aromaticity of the pyridine ring is retained.…”

Section: Heteroaromatics: Aromaticity As a Driving Force In Surface Pmentioning

confidence: 99%

Chemical manipulation of multifunctional hydrocarbons on silicon surfaces

Leftwich

Teplyakov

2007

Surface Science Reports

123

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Section: Heteroaromatics: Aromaticity As a Driving Force In Surface Pmentioning

confidence: 99%

Chemical manipulation of multifunctional hydrocarbons on silicon surfaces

Leftwich

Teplyakov

2007

Surface Science Reports

123

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“…10,11 Pyrimidine (C 4 H 4 N 2 ) with two nitrogen atoms binds to down-Ge atoms of the adjacent dimer row via double dative bonding. 12 Pyrrole is an aromatic molecule with one nitrogen atom that is part of a five-membered ring.…”

Section: Introductionmentioning

confidence: 99%

Chemical Reactions and Adsorption Geometries of Pyrrole on Ge(100)

et al. 2006

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The adsorption structures of pyrrole (C(4)H(5)N) on a Ge(100) surface at various coverages have been investigated with both scanning tunneling microscopy (STM) and ab initio density-functional theory (DFT) calculations. Three distinct features are observed in the STM images at low coverages. The comparison of the STM images with the simulation reveals that the most dominant flowerlike feature with a dark side is that the adsorbed pyrrole molecules with H dissociated form bridges between two down Ge atoms of neighboring Ge dimer rows through N-Ge bonding and beta-carbon-Ge interaction. The flowerlike feature without a dark side is also observed as a minority, which is identified as nearly the same structure as the most dominant one where a dissociated H is out of the feature. The third feature showing bright protrusions may be due to a C- and N-end-on (CN) configuration, where the pyrrole molecule is located on one dimer row. At higher coverages, the number of localized configurations increases.

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“…Recent studies of molecule-semiconductor interfaces have been carried out by covalently bonding organic molecules with the (100) surfaces of silicon, [4][5][11][12] germanium, [1][2][3] and diamond. 4,10 It has been shown that the attachment is analogous to chemical reactions in organic chemistry such as pericyclic and nucleophilic/electrophilic reactions.…”

Section: Introductionmentioning

confidence: 99%

Adsorption and Thermal Stability of Ethylene on Ge(100)

et al. 2004

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We have investigated the adsorption structures and thermal desorption behavior of C 2 H 4 on Ge(100) using scanning tunneling microscopy (STM) and temperature programmed desorption (TPD) under ultrahigh vacuum (UHV). Ethylene molecules adsorb in two distinct bonding geometries: (i) on top of a single Ge-Ge dimer (on-top) and (ii) in a paired end-bridge between two neighboring Ge dimers within the same dimer row (paired end-bridge). Real-time STM images taken during the exposure of C 2 H 4 to Ge(100) show that the on-top configuration dominates over the paired end-bridge confiugration. The TPD measurements show that chemisorbed C 2 H 4 desorbs from Ge(100) nondissociatively with two different desorption features, denoted as R (385 K) and (405 K). Desorption follows first-order kinetics for both states; the desorption energies of the R (385 K) and (405 K) states are 1.05 and 1.15 eV, respectively. These desorption energies are about 0.6 eV lower than those of ethylene on Si(100), indicating that the Ge-C bond is weaker than the Si-C bond. STM measurements carried out after annealing Ge surface at various temperatures indicate that the R and states correspond to the on-top and paired end-bridge configurations, respectively.

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Formation of Highly Ordered Organic Monolayers by Dative Bonding: Pyridine on Ge(100)

Cited by 61 publications

References 20 publications

Chemical manipulation of multifunctional hydrocarbons on silicon surfaces

Chemical manipulation of multifunctional hydrocarbons on silicon surfaces

Chemical Reactions and Adsorption Geometries of Pyrrole on Ge(100)

Adsorption and Thermal Stability of Ethylene on Ge(100)

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