Locking of Helicity ans Shape Complementarity in Diarylethene Dimers on Graphite

[en] Upon deposition of an achiral solution of diarylethene 1 on the achiral surface of graphite, a highly ordered monolayer with large homochiral domains is formed by self-assembly. Scanning tunneling microscopy and molecular dynamics show that the building blocks forming this monolayer are chiral dimers. We suggest that the mechanism of formation of these chiral dimers is first, surface-induced atropoisomerism, which provides diarylethene 1 with a fixed helicity, and second, shape recognition between atropoisomers having similar helicities.

Disciplines :

Chemistry
Physics

Author, co-author :

Katsonis, N.

Minoia, A.

Kudemac, T.

Mutai, T.

Xu, H.-L.

Uji-i, H.

Lazzaroni, Roberto ; Université de Mons > Faculté des Sciences > Service de Chimie des matériaux nouveaux

De Feyter, S.

Feringa, B.L.

Language :

English

Title :

Locking of Helicity ans Shape Complementarity in Diarylethene Dimers on Graphite

Publication date :

16 January 2008

Journal title :

Journal of the American Chemical Society

ISSN :

0002-7863

Publisher :

American Chemical Society, United States - District of Columbia

Volume :

130

Issue :

Pages :

386-387

Peer reviewed :

Peer Reviewed verified by ORBi

Research unit :

S817 - Chimie des matériaux nouveaux

Research institute :

R400 - Institut de Recherche en Science et Ingénierie des Matériaux

Commentary :

Publié en ligne le 21 décembre 2007

Available on ORBi UMONS :

since 10 June 2010

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Bibliography

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A schematic representation of the parallel conformation of diarylethene 1 is shown in Supporting Information.
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Molecular dynamics simulations have been performed using the free molecular modelling package TINKER4.2 and the MM3(2000) force field.