TY - JOUR
T1 - Stepwise Adsorption of Alkoxy-Pyrene Derivatives onto a Lamellar, Non-Porous Naphthalenediimide-Template on HOPG
AU - Heideman, G. Henrieke
AU - Berrocal, José Augusto
AU - Stöhr, Meike
AU - Meijer, E. W.
AU - Feringa, Ben L.
PY - 2021/1/4
Y1 - 2021/1/4
N2 - 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 uC33-NDI-uC33, 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 uC33-NDI-uC33 template enabled control over molecular interactions and facilitated adsorption. The PyrOR deposition restructured the initial uC33-NDI-uC33 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.
AB - 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 uC33-NDI-uC33, 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 uC33-NDI-uC33 template enabled control over molecular interactions and facilitated adsorption. The PyrOR deposition restructured the initial uC33-NDI-uC33 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.
KW - adsorption
KW - internal double bonds
KW - long chain-naphthalenediimides
KW - multicomponent self-assembled monolayers
KW - non-porous templates
UR - http://www.scopus.com/inward/record.url?scp=85092440298&partnerID=8YFLogxK
U2 - 10.1002/chem.202004008
DO - 10.1002/chem.202004008
M3 - Article
C2 - 32893412
AN - SCOPUS:85092440298
SN - 0947-6539
VL - 27
SP - 207
EP - 211
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 1
ER -