Adsorption of d-alaninol on Cu(100)

Irrera, Simona; Contini, G.; Zema, N.; Turchini, S.; Sanna, Simone; Moras, Paolo; Crotti, C.; Prosperi, T.

doi:10.1016/j.susc.2006.11.055

Cited by 18 publications

(31 citation statements)

References 8 publications

(12 reference statements)

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“…[23][24][25][26][27] Alaninol is a small and conformationally flexible bifunctional chiral amino-alcohol belonging to a group of molecules that are important industrial precursors or intermediates for the synthesis of pharmaceutical compounds. 28 It is known that D-alaninol and L-alaninol adsorbed on Cu (100) surface form an ordered self-assembled chiral saturated monolayer.…”

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confidence: 99%

“…28 It is known that D-alaninol and L-alaninol adsorbed on Cu (100) surface form an ordered self-assembled chiral saturated monolayer. [23][24][25] At room temperature (RT), The CDAD experiments were performed by using circular polarized synchrotron radiation available on the APE beamline at the ELETTRA storage ring of "Sincrotrone Trieste" (Italy). The electronic molecular states found on the lower and higher BE side of the main 3d copper electronic states were identified, respectively, as due to antibonding state (peak A) and bonding state (buried in peak B), originating mainly from the interaction of the Cu 3d states with the N 2p lone pair state of the alaninol molecule.…”

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Transfer of chirality from adsorbed chiral molecules to the substrate highlighted by circular dichroism in angle-resolved valence photoelectron spectroscopy

et al. 2012

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The study of self-assembled chiral molecules on achiral metallic surfaces is mostly focused on the determination of the geometry of adsorbates and the related electronic structure. The aim of this paper is to provide direct information on the chirality character of the system and on the chirality transfer from molecules to the substrate by means of circular dichroism in the angular distribution of valence photoelectrons for extended domain of chiral self-assembled molecular structure, formed by alaninol adsorbed on Cu(100). We show that the presence of molecular chiral domains induces chiral electronic states in the interaction with the substrate and locally transfers chiral character to the underneath metal atoms participating in the adsorption process. Identification of chirality in the adsorption footprint represents an important aspect for controlling and tuning the functionality of the molecular-metal interfaces.

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Transfer of chirality from adsorbed chiral molecules to the substrate highlighted by circular dichroism in angle-resolved valence photoelectron spectroscopy

et al. 2012

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“…It has to be pointed out, anyway, that none of the proposed configurations is able to explain the double peak observed in N 1s core level spectra [15] since the four Nitrogen atoms in the tetramer have similar chemical surroundings and no chemical reaction takes place in our model. It has been shown instead [4] that such N 1s spectrum can be interpreted as due to the coexistence of pristine and dehydrogenated (at the amino group) alaninol molecules on the copper surface.…”

Section: Discussionmentioning

confidence: 93%

Supramolecular organization of chiral molecules on metallic surfaces: D‐alaninol on Cu(100) as a case study

Gori

Contini

Prosperi

et al. 2010

Phys. Status Solidi (c)

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The adsorption configuration of a chiral amino alcohol, Dalaninol, on Cu(100) is studied with DFT ab‐initio calculations. We address the case of the formation of a self‐assembled monolayer that is experimentally found when depositing the molecule at room temperature. Preliminary calculations are performed for a cluster of four isolated molecules in gas phase, both at the MP2 and GGA‐DFT level. Further results deal with the adsorption on the copper surface. STM images of two candidates structures are simulated and compared with experiments (© 2010 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim)

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“…Each observed structure corresponds in a predictable fashion to the geometric and chemical nature of the porphyrin substituents ( Figure 1b) [47]. Among the studies of self-assembly on surfaces, the aspect of chirality has also received increased attention, mainly because of its importance in enantioselective heterogeneous catalysis [48][49][50][51][52][53][54][55]. The use of chiral and prochiral molecules changes the properties of the self-assembled molecular superstructure, both for aggregates and monolayers.…”

Section: From Molecular Self-assembly To Surface-confined Polymerizationmentioning

confidence: 99%

Reversibility and intermediate steps as key tools for the growth of extended ordered polymers via on-surface synthesis

Giovannantonio

Contini

2018

J. Phys.: Condens. Matter

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Surface-confined polymerization is a bottom-up strategy to create one- and two-dimensional covalent organic nanostructures with a π-conjugated backbone, which are suitable to be employed in real-life electronic devices, due to their high mechanical resistance and electronic charge transport efficiency. This strategy makes it possible to change the properties of the final nanostructures by a careful choice of the monomer architecture (i.e. of its constituent atoms and their spatial arrangement). Several chemical reactions have been proven to form low-dimensional polymers on surfaces, exploiting a variety of precursors in combination with metal (e.g. Cu, Ag, Au) and insulating (e.g. NaCl, CaCO) surfaces. One of the main challenges of such an approach is to obtain nanostructures with long-range order, to boost the conductance performances of these materials. Most of the exploited chemical reactions use irreversible coupling between the monomers and, as a consequence, the resulting structures often suffer from poor order and high defect density. This review focuses on the state-of-the-art surface-confined polymerization reactions, with particular attention paid to reversible coupling pathways and irreversible processes including intermediate states, which are key aspects to control to increase the order of the final nanostructure.

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Adsorption of d-alaninol on Cu(100)

Cited by 18 publications

References 8 publications

Transfer of chirality from adsorbed chiral molecules to the substrate highlighted by circular dichroism in angle-resolved valence photoelectron spectroscopy

Transfer of chirality from adsorbed chiral molecules to the substrate highlighted by circular dichroism in angle-resolved valence photoelectron spectroscopy

Supramolecular organization of chiral molecules on metallic surfaces: D‐alaninol on Cu(100) as a case study

Reversibility and intermediate steps as key tools for the growth of extended ordered polymers via on-surface synthesis

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