Locking of helicity and shape complementarity in diarylethene dimers on graphite

Nathalie Katsonis; Andrea Minoia; Tibor Kudernac; Toshiki Mutai; Hong Xu; Hiroshi Uji-i; Roberto Lazzaroni; Steven De Feyter; Ben L. Feringa

doi:10.1021/ja075917d

Locking of helicity and shape complementarity in diarylethene dimers on graphite

Nathalie Katsonis^*, Andrea Minoia, Tibor Kudernac, Toshiki Mutai, Hong Xu, Hiroshi Uji-i, Roberto Lazzaroni, Steven De Feyter, Ben L. Feringa

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

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Abstract

Upon deposition of an achiral solution of diarylethene 1 on the achiral surface of graphite, a highly ordered monolayer with large homachiral domains is formed by self-assembly. Scanning tunneling micro ropy and molecolar dynamics show that the building blocks forming this monolayer are chiral dinners. We suggest that the mechanism of formation of these chiral dinners is first, surface-Induced atropoisomerism, which provides diarylethene 1 with a fixed helicity, and second, shape recognition between atropoisomers having similar helicites.

Original language	English
Pages (from-to)	386-+
Number of pages	3
Journal	Journal of the American Chemical Society
Volume	130
Issue number	2
DOIs	https://doi.org/10.1021/ja075917d
Publication status	Published - 16-Jan-2008

Keywords

SUPRAMOLECULAR CHIRALITY
AMPLIFICATION
ASSEMBLIES
MONOLAYERS
MOLECULES
CRYSTAL
SURFACE

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title = "Locking of helicity and shape complementarity in diarylethene dimers on graphite",

abstract = "Upon deposition of an achiral solution of diarylethene 1 on the achiral surface of graphite, a highly ordered monolayer with large homachiral domains is formed by self-assembly. Scanning tunneling micro ropy and molecolar dynamics show that the building blocks forming this monolayer are chiral dinners. We suggest that the mechanism of formation of these chiral dinners is first, surface-Induced atropoisomerism, which provides diarylethene 1 with a fixed helicity, and second, shape recognition between atropoisomers having similar helicites.",

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author = "Nathalie Katsonis and Andrea Minoia and Tibor Kudernac and Toshiki Mutai and Hong Xu and Hiroshi Uji-i and Roberto Lazzaroni and {De Feyter}, Steven and Feringa, {Ben L.}",

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doi = "10.1021/ja075917d",

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T1 - Locking of helicity and shape complementarity in diarylethene dimers on graphite

AU - Katsonis, Nathalie

AU - Minoia, Andrea

AU - Kudernac, Tibor

AU - Mutai, Toshiki

AU - Xu, Hong

AU - Uji-i, Hiroshi

AU - Lazzaroni, Roberto

AU - De Feyter, Steven

AU - Feringa, Ben L.

PY - 2008/1/16

Y1 - 2008/1/16

N2 - Upon deposition of an achiral solution of diarylethene 1 on the achiral surface of graphite, a highly ordered monolayer with large homachiral domains is formed by self-assembly. Scanning tunneling micro ropy and molecolar dynamics show that the building blocks forming this monolayer are chiral dinners. We suggest that the mechanism of formation of these chiral dinners is first, surface-Induced atropoisomerism, which provides diarylethene 1 with a fixed helicity, and second, shape recognition between atropoisomers having similar helicites.

AB - Upon deposition of an achiral solution of diarylethene 1 on the achiral surface of graphite, a highly ordered monolayer with large homachiral domains is formed by self-assembly. Scanning tunneling micro ropy and molecolar dynamics show that the building blocks forming this monolayer are chiral dinners. We suggest that the mechanism of formation of these chiral dinners is first, surface-Induced atropoisomerism, which provides diarylethene 1 with a fixed helicity, and second, shape recognition between atropoisomers having similar helicites.

KW - SUPRAMOLECULAR CHIRALITY

KW - AMPLIFICATION

KW - ASSEMBLIES

KW - MONOLAYERS

KW - MOLECULES

KW - CRYSTAL

KW - SURFACE

U2 - 10.1021/ja075917d

DO - 10.1021/ja075917d

M3 - Article

SN - 0002-7863

VL - 130

SP - 386-+

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 2

ER -