Search results for "Buckminsterfullerene"

Multiscale modelling of structure formation of C$_{60}$ on insulating CaF$_2$ substrates

2021

Morphologies of adsorbed molecular films are of interest in a wide range of applications. To study the epitaxial growth of these systems in computer simulations requires access to long time and length scales, and one typically resorts to kinetic Monte Carlo (KMC) simulations. However, KMC simulations require as input transition rates and their dependence on external parameters (such as temperature). Experimental data allow only limited and indirect access to these rates, and models are often oversimplified. Here, we follow a bottom-up approach and aim at systematically constructing all relevant rates for an example system that has shown interesting properties in experiments, buckminsterfull…

Fused Dibenzo[ a , m ]rubicene: A New Bowl-Shaped Subunit of C 70 Containing Two Pentagons

2016

Total synthetic approaches of fullerenes are the holy grail for organic chemistry. So far, the main attempts have focused on the synthesis of the buckminsterfullerene C60. In contrast, access to subunits of the homologue C70 remains challenging. Here, we demonstrate an efficient bottom-up strategy toward a novel bowl-shaped polycyclic aromatic hydrocarbons (PAH) C34 with two pentagons. This PAH represents a subunit for C70 and of other higher fullerenes. The bowl-shaped structure was unambiguously determined by X-ray crystallography. A bowl-to-bowl inversion for a C70 fragment in solution was investigated by dynamic NMR analysis, showing a bowl-to-bowl inversion energy (ΔG(⧧)) of 16.7 kcal …

Single and Multiple Additions of Dibenzoylmethane onto Buckminsterfullerene

2013

A novel dibenzoylmethane-fullerene e,e,e-tris adduct was synthesized by the application of a variation of the Bingel–Hirsch conditions and characterized among others by X-ray crystallography. In addition, the corresponding hexakis adduct was detected by MALDI-TOF-MS analysis. Its existence was supported by density-functional-theory (DFT) computations. Furthermore a new synthesis of bis(benzoyl)methanofullerene was established, and its molecular structure was elucidated by X-ray crystallography. DFT computations reproduced the experimentally determined conformation and predict a low energy barrier for the rotation of the two benzoyl moieties.

Theoretical prediction of the electronic properties of silicon fullerenes

1994

Summary form only given. High symmetry silicon clusters present currently intense interest because of the possibility they present properties similar to those displayed by fullerenes. Thermodynamic studies have shown that the buckminsterfullerene structure of Si6o is much more stable than other suggested structures. We present here a detailed investigation of the structure and electronic properties of silicon cluster analogous to fullerenes. We have made use of AMI method to obtain reliable geometrical parameters. The calculated valence effective Hamiltonian (VEH) electronic structures are used to predict ionization potentials, electron affinities, HOMO-LUMO energy gaps and first allowed tr…

Behaviour of Nanomaterials in the Environment: A Study of Interaction between Humic Acids and Fullerene C60

2010

Interaction between buckminsterfullerene and humic substances of different origin was investigated using fluorescence spectrometry as function of concentration of humic substances, pH and ionic strength. Binding constants of humic substances and buckminsterfullerene were calculated. It can be suggested that the complexation was driven by hydrophobic interaction depending on properties of the interacting compounds. Hydrophobic interaction model was indicated by linear Stern–Volmer plot, and high Kd values characterized interaction between buckminsterfullerene and humic acids. The results of this study support the development of understanding of fate of nanomaterials in environment as well as…

Synthesis of a Fullerene Derivative of Benzo[18]crown-6 byDiels-Alder Reaction: Complexation Ability, Amphiphilic Properties, and X-Ray Crystal Struc…

1993

A fullerene derivative 1 of benzo[18]crown-6 was obtained by Diels-Alder addition of fullerene[60](C60) to the ortho-quinodimethane prepared in situ from 4,5-bis(bromomethyl)benzo[18]crown-6 (3) with Bu4NI in toluene. Extraction experiments show that the complexation of K+ ions strongly increases the solubility of 1 in protic solvents like MeOH. Using Langmuir-Blodgett techniques, monolayers of the highly amphiphilic fullerene-derived crown ether 1 and its K+ ion complex were prepared. An X-ray crystal structure was obtained from a benzene clathrate of comparison compound 2, synthesized by Diels-Alder reaction of C60 with the ortho-quinodimethane derived from 1,2-bis(bromomethyl)-4,5-dimeth…

Characterization of Interaction Between Humic Acids and Buckminsterfullerene Using Flourescene Spectroscopy

2017

The interaction between buckminsterfullerene C60 and humic acids (HA) of different origins was compared using fluorescence spectroscopy as a function of pH, humic acid concentration, ionic strength. Binding constants between fullerene and humic acids were calculated. It can be suggested that the complexation was driven by hydrophobic interactions depending on the properties of the interacting compounds. Hydrophobic interaction model as indicated by linear Stern-Volmer plots and high Kd values is characterizing the interaction between buckminsterfullerene C60 and humic acids The results of this study support the development of an understanding of the fate of nanomaterials in the environment …

Single and Multiple Additions of Dibenzoylmethane onto Buckminsterfullerene (Eur. J. Org. Chem. 35/2013)

2013

[60]Fullerene l -Amino Acids and Peptides: Synthesis under Phase-Transfer Catalysis Using a Phosphine–Borane Linker. Electrochemical Behavior

2017

International audience; A new method to link amino acid and peptide derivatives to [60]fullerene is described. It uses hydrophosphination with a secondary phosphine borane. First, the stereoselective synthesis of secondary phosphine borane amino acid derivatives was achieved by alkylation of phenylphosphine borane with gamma-iodo-alpha-amino ester reagents under phase transfer catalysis (PTC). Second, a sec-phosphine borane amino ester was saponified and coupled with alpha,gamma-diamino esters to afford the corresponding dipeptide derivatives in good yields. Finally, the hydrophosphination reaction of [60]fullerene by the sec-phosphine borane compounds was performed under PTC to obtain C-60…