Two-Dimensional Chiral Self-Assembly of Barbituric-Acid-Functionalized Naphthelene Derivatives

Fabien Silly 1 Keisuke Aratsu 2 Shiki Yagai 3
1 LEPO - Laboratoire d'Electronique et nanoPhotonique Organique
SPEC - UMR3680 - Service de physique de l'état condensé, IRAMIS - Institut Rayonnement Matière de Saclay
Abstract : Scanning tunneling microscopy is used to investigate the self-assembly of two barbiturate-functionalized naphthalene derivatives on a graphite surface at the nanometer scale. The backbone of the molecules has one or two naphthalene units. The two molecules adopt a head-to-head arrangement, stabilized by double hydrogen-bonds between molecules and barbituric acid unit. The variation of molecular backbone design appears to govern the number of molecular side-by-side neigbours. The shortest compound is thus forming a chiral lamellar structure, whereas the longest compound is forming a chiral row structure on the graphite surface.
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The Journal of Physical Chemistry C, ACS American Chemical Society - Publications, 2018, 122 (11), pp.6412 - 6416. 〈10.1021/acs.jpcc.7b12460〉
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Soumis le : mardi 11 septembre 2018 - 16:50:46
Dernière modification le : jeudi 13 septembre 2018 - 01:10:19

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Fabien Silly, Keisuke Aratsu, Shiki Yagai. Two-Dimensional Chiral Self-Assembly of Barbituric-Acid-Functionalized Naphthelene Derivatives. The Journal of Physical Chemistry C, ACS American Chemical Society - Publications, 2018, 122 (11), pp.6412 - 6416. 〈10.1021/acs.jpcc.7b12460〉. 〈hal-01872185〉

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