Electronic Supplementary Information for A General and Efficient Method to Form Self-assembled Cucurbit [ n ] uril Monolayers on Gold Surface (original) (raw)
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Binding studies of cucurbit[7]uril with gold nanoparticles bearing different surface functionalities
Tetrahedron Letters, 2015
Host-guest interactions between a synthetic receptor, cucurbit[7]uril (CB[7]), and gold nanoparticles (AuNPs) have been quantified using isothermal titration calorimetry. AuNPs were functionalized with ligands containing tertiary or quaternary benzylamine derivatives, with electron donating or withdrawing groups at the para position of the benzene ring. Analysis of binding interactions reveals that functional groups at the para position have no significant effect on binding constant. However, headgroups bearing a permanent positive charge increased the binding of AuNPs to CB[7] tenfold compared to monomethyl counterparts.
Self-assembly of cucurbit[7]uril on the surface of graphene/gold modified electrode
Nanomaterials and Nanotechnology, 2016
Using supramolecular recognition capability of cucurbit[7]uril to create a novel electrochemical sensing platform was accomplished by self-assembly of cucurbit[7]uril on the surface of graphene-gold composites modified glassy carbon electrode. The graphene-gold composites consisted of electrochemically reduced graphene oxide-nafion matrix and anchored electrodeposited gold nanoparticles and the graphene-gold composites modified glassy carbon electrode (labelled as graphene-gold) were characterized by scanning electron microscopy and Raman spectrometer. Self-assembly of cucurbit[7]uril was achieved by immersing the graphene-gold electrode into cucurbit[7]uril solution and confirmed by Fourier transform infrared spectra, cyclic voltammetry and electrochemical impedance spectroscopy. Ferrocene and its derivatives served as the substrates, and the electrochemical responses of fabricated graphene-gold/cucurbit[7]uril electrode were evaluated. The results showed that the presence of cucurbit[7]uril increased the peak current, improved the reversibility of reaction and extended the recognition ability of the modified electrode.
Atomic Force Microscopy Study of new Sensing Platforms: Cucurbit[ n ]uril ( n =6, 7) on Gold
Electroanalysis, 2013
This work presents the comparative study of the spontaneous adsorption of cucurbit[6]uril and cucurbit[7]uril on gold by means of atomic force microscopy. A faster cucurbit[6]uril adsorption was not achieved by the use of a cucurbit[6]uril solution with sodium salts to increment its solubility than by the treatment with a saturated one in water. However, sodium ions promoted the cucurbit[6]uril polymerization on the previously adsorbed layer. The electrode reaction of hydroquinone became irreversible when a cucurbit[6]uril modified gold electrode was used. Cucurbit[7]uril adsorption was faster than for the smaller homologue and multilayers were generated too with high adsorption times.
A Technique to Produce Thin Cucurbit[6]uril Films
Journal of Nanoscience and Nanotechnology, 2008
We report a methodology to obtain thin films of cucurbit[6]uril, starting from ammoniacal solutions. This technique is very useful for the obtention of modified electrodes or other substrates for sensor purposes. Cucurbit[6]uril is insoluble in most media, and film formation was impossible until now.
Formation of self-assembled monolayer of curcuminoid molecules on gold surfaces
Applied Surface Science, 2017
Highlights Thiophene curcuminoid molecules deposited on a gold surface by immersion Molecular dynamic studies of the molecular arrangement approaching the surface XPS and STM studies showing different arrangement of the molecules on the surface Molecular Interaction with surface depends on the sulfur position in thiophene rings Temporal evolution of the molecular arrangement on the surface
Cucurbiturils:Chemistry, Supramolecular Chemistry and Applications
2014
Chapter 2 Cucurbiturils: Syntheses, Structures and Properties 9 2.1. Synthesis and Isolation of Cucurbit[n]urils 9 2.1.1. Classical synthesis of cucurbit[6]uril 9 2.1.2. Synthesis and isolation of the other members of the cucurbit[n]uril family 9 2.1.3. Mechanism of cucurbit[n]uril formation 15 2.2. Structure and Properties of the Cucurbit[/?]uril Family 15 2.2.1. Structural features of the cucurbit[/r]uril family 15 2.2.2. Physical properties of cucurbit[n]uril 18 2.3. Synthesis of Cucurbit[rc]uril Derivatives 19 2.3.1. Cucurbituril derivatives from modified building blocks 19 2.3.2. Direct functionalisation of cucurbiturils
A series of silver/cucurbituril nanoparticles and aggregates have been prepared upon reduction of silver nitrate with sodium borohydride in the presence of different cucurbit-[n]uril (CB[n]) macrocycles; CB[7] and CB[8] allow the formation of stable solutions of monocrystalline, narrowly dispersed nanoparticles (5.3 and 3.7 nm, respectively), while CB[5] and CB[6] induce rapid aggregation and sedimentation. The rigidity of CB[5] and CB[6], and their possible lack of suitable arrangement at the silver surface, may explain the poor stabilization of these silver assemblies, while the more flexible CB[7] and CB[8] may undergo some minor distortions and better adapt to the requirements of the metallic surface; computer modeling supports the existence of interactions between the silver nanoparticles and the oxygen atoms of the CB[n] carbonylated rim. The optimal silver nitrate/CB[7] ratio for the formation of stable nanoparticles is 1:1-2:1, while large excesses of silver or CB[7] trigger aggregation. Masking the portals of CB[7] by adding a bulky, positively charged guest into its cavity has a surprisingly minor effect on the stability of the silver/CB[7] assemblies; in such a case, the CB[7] rim is still expected to interact with the NPs, albeit via a fraction of its carbonyl oxygen atoms.