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Stepwise Adsorption of Alkoxy‐Pyrene Derivatives onto a Lamellar, Non‐Porous Naphthalenediimide‐Template on HOPG
Author(s) -
Heideman G. Henrieke,
Berrocal José Augusto,
Stöhr Meike,
Meijer E. W.,
Feringa Ben L.
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202004008
Subject(s) - monolayer , supramolecular chemistry , alkoxy group , pyrene , lamellar structure , adsorption , materials science , porosity , nanotechnology , chemical engineering , chemistry , organic chemistry , alkyl , crystallography , molecule , engineering
The development of new strategies for the preparation of multicomponent supramolecular assemblies is a major challenge on the road to complex functional molecular systems. Here we present the use of a non‐porous self‐assembled monolayer from uC 33 ‐NDI‐uC 33 , a naphthalenediimide symmetrically functionalized with unsaturated 33 carbon‐atom‐chains, to prepare bicomponent supramolecular surface systems with a series of alkoxy‐pyrene ( PyrOR ) derivatives at the liquid/HOPG interface. While previous attempts at directly depositing many of these PyrOR units at the liquid/HOPG interface failed, the multicomponent approach through the uC 33 ‐NDI‐uC 33 template enabled control over molecular interactions and facilitated adsorption. The PyrOR deposition restructured the initial uC 33 ‐NDI‐uC 33 monolayer, causing an expansion in two dimensions to accommodate the guests. As far as we know, this represents the first example of a non‐porous or non‐metal complex‐bearing monolayer that allows the stepwise formation of multicomponent supramolecular architectures on surfaces.