Synthesis of new dithia[3.3]parapara- and metapara-cyclophane based tectons: toward an universal surface-confined 2D/3D molecular binding motif

Elena Zaborova (1, 2) , Alice Six (2) , Hanane Amokrane (3) , Fabrice Charra (3) , Fabrice Mathevet (2) , André-Jean Attias (2) , David Kreher (2)

1 CINaM - Centre Interdisciplinaire de Nanoscience de Marseille
2 IPCM - Institut Parisien de Chimie Moléculaire
3 SPEC - UMR3680 - Service de physique de l'état condensé

A series of new paraphenylene-based 2D and 3D tectons has been designed for supramolecular self-assembly on both HOPG and Au. Several versatile chemical strategies have been developed to reach the target tectons, bearing either metaparacyclophane or paraparacyclophane cores, functionalized or not, allowing the obtention soon of more complex 3D tectons bearing functional unit such as chromophores. Moreover, preliminary STM results show that these compounds can successfully self-assemble both on HOPG and Au(111) substrates at liquid-solid interface, encouraging us in finding an universal surface-confined 2D/3D molecular binding motif. This feature combined with the preliminary results of the self-assembly on the plasmonic substrate Au(111) open-up opportunities in the field of Nanoscience.

Keywords: cyclophane; materials chemistry; organic synthesis; scanning tunneling microscopy (STM); self-assembly; supramolecular chemistry; Poc-16

Domains: Physics [physics]

Elena Zaborova, Alice Six, Hanane Amokrane, Fabrice Charra, Fabrice Mathevet, et al.. Synthesis of new dithia[3.3]parapara- and metapara-cyclophane based tectons: toward an universal surface-confined 2D/3D molecular binding motif. Pure and Applied Chemistry, 2016, 88 (10-11), pp.1005-1025. ⟨10.1515/pac-2016-0818⟩. ⟨cea-01483832⟩