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Locking of helicity and shape complementarity in diarylethene dimers on graphite

Authors :
Andrea Minoia
Nathalie Katsonis
Roberto Lazzaroni
Toshiki Mutai
Tibor Kudernac
Hong Xu
Hiroshi Uji-i
Steven De Feyter
Bernard Feringa
Stratingh Institute of Chemistry
Molecular Inorganic Chemistry
Synthetic Organic Chemistry
Source :
Journal of the American Chemical Society, 130(2), 386-+. AMER CHEMICAL SOC
Publication Year :
2008
Publisher :
AMER CHEMICAL SOC, 2008.

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.

Details

Language :
English
ISSN :
00027863
Volume :
130
Issue :
2
Database :
OpenAIRE
Journal :
Journal of the American Chemical Society
Accession number :
edsair.doi.dedup.....e32e6cf687a2ccd0c60c39ac751a6205