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          Institute: MPI für Festkörperforschung     Collection: FKF Publikationen 2006     Display Documents



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ID: 306228.0, MPI für Festkörperforschung / FKF Publikationen 2006
Asymmetry induction by cooperative intermolecular hydrogen bonds in surface-anchored layers of achiral molecules
Authors:Dmitriev, A.; Spillmann, H.; Stepanow, S.; Strunskus, T.; Wöll, C.; Seitsonen, A. P.; Lingenfelder, M.; Lin, N.; Barth, J. V.; Kern, K.
Language:English
Date of Publication (YYYY-MM-DD):2006
Title of Journal:ChemPhysChem
Volume:7
Issue / Number:10
Start Page:2197
End Page:2204
Review Status:Peer-review
Audience:Not Specified
Abstract / Description:The mesoscale induction of two-dimensional supramolecular chirality
(formation of 2D organic domains with a single handedness) was achieved
by self-assembly of 7,2,4-benzenetricarboxylic (trimellitic) acid on a
Cu(700) surface at elevated temperatures. The combination of
spectroscopic [X-ray photoelectron spectroscopy (XPS) and near-edge
X-ray absorption fine structure (NEXAFS)], real-space-probe [scanning
tunneling microscopy (STM)], and computational [density functional
theory (DFT)] methods allows a comprehensive characterization of the
obtained organic adlayers, where details of molecular adsorption
geometry, intermolecular coupling, and surface chemical bonding are
elucidated. The trimellitic acid species, comprising three functional
carboxylic groups, form distinct stable mirror-symmetric
hydrogen-bonded domains. The chiral ordering is associated with
conformational restriction in the domains: molecules anchor to the
substrate with an ortho carboxylate group, providing two para
carboxylic acid moieties for collective lateral interweaving through H
bonding, which induces a specific tilt of the molecular plane. The ease
of molecular symmetry switching in domain formation makes
homochiral-signature propagation solely limited by the terrace width.
The molecular layer modifies the morphology of the underlying copper
substrate and induces mu m-sized strictly homochiral terraces.
Free Keywords:chirality; density functional calculations; hydrogen bonds;
photoelectron spectroscopy; scanning probe microscopy
External Publication Status:published
Document Type:Article
Communicated by:N. N.
Affiliations:MPI für Festkörperforschung
External Affiliations:Ruhr Univ Bochum, Lehrstuhl Phys Chem 1, D-44780 Bochum, Germany.
; Univ Paris 06, CNRS, F-75252 Paris, France.
; Univ Paris 06, IMPMC, F-75252 Paris, France.
; Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z4, Canada.
; Univ British Columbia, Dept Phys & Astron, Vancouver, BC V6T 1Z4, Canada.
; Ecole Polytech Fed Lausanne, Inst Phys Nanostruct, CH-1015 Lausanne, Switzerland.
; Max Planck Inst Festkorperforsch, D-70569 Stuttgart, Germany.
Identifiers:ISI:000241464700024 [ID No:1]
ISSN:1439-4235 [ID No:2]
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