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Université de Fribourg

Beyond global charge: role of amine bulkiness and protein fingerprint on nanoparticle–cell interaction

Burnand, David ; Milosevic, Ana ; Balog, Sandor ; Spuch-Calvar, Miguel ; Rothen-Rutishauser, Barbara ; Dengjel, Jörn ; Kinnear, Calum ; Moore, Thomas L. ; Petri-Fink, Alke

In: Small, 2018, vol. 14, no. 46, p. 1802088

Amino groups presented on the surface of nanoparticles are well‐known to be a predominant factor in the formation of the protein corona and subsequent cellular uptake. However, the molecular mechanism underpinning this relationship is poorly defined. This study investigates how amine type and density affect the protein corona and cellular association of gold nanoparticles with cells in...

Université de Fribourg

Laterally stretched polycyclic aromatic hydrocarbons: synthesis of dibenzophenanthroheptaphene and tetrabenzotriphenylenopyranthrene derivatives

Alameddine, Bassam ; Anju, Rajamohanan Sobhana ; Shetty, Suchetha ; Baig, Noorullah ; Al-Sagheer, Fakhreia ; Al-Mousawi, Saleh ; Jenny, Titus A.

In: New Journal of Chemistry, 2017, vol. 41, no. 13, p. 6025–6032

Efficient methods for the synthesis of dibenzophenanthroheptaphene (DBPH) and tetrabenzotriphenylenopyranthrene (TBTP) were developed. As a result, a series of unprecedented derivatives of DBPH (1a–c) and TBTP (2a–b) were conventionally obtained from the Scholl cyclodehydrogenation reaction of their respective tribenzopentaphene synthons. An alternative convergent synthesis of DBPH is also...

Université de Neuchâtel

Mesomorphic Hexabenzocoronenes Bearing Perfluorinated Chains

Alameddine, Bassam ; Aebischer, Olivier F. ; Amrein, Walter ; Donnio, Bertrand ; Deschenaux, Robert ; Guillon, Daniel ; Savary, Corinne ; Scanu, David ; Scheidegger, Oliver ; Titus A. , Jenny

In: Chemistry of Materials, 2005, vol. 17, no. 19, p. 4798–4807

Synthesis and characterization of new hexabenzocoronene (HBC) derivatives bearing perfluoroalkylated chains are described. These disc-shaped polycondensed aromatic hydrocarbons are known to self-assemble by π-stacking into columnar architectures. The peripheral decoration with perfluorinated chains, well-known for their low van der Waals forces, leads as expected to reduced intercolumnar...

Université de Fribourg

Tribenzopentaphene derivatives with lateral aromatic groups: the effect of the nature and position of substituents on emission properties

Alameddine, Bassam ; Anju, Rajamohanan Sobhana ; Al-Sagheer, Fakhreia ; Jenny, Titus A.

In: New Journal of Chemistry, 2016, vol. 40, no. 12, p. 10363–10370

Nine new derivatives of the trapezoidal tribenzopentaphene (TBP) polycyclic aromatic hydrocarbon (PAH) were synthesized via the Suzuki–Miyaura palladium catalyzed cross-coupling reaction. The novel TBP derivatives, which bear various rigid and flexible aromatic groups either at their more accessible (R1) or congested (R2) bases, were fully characterized using high resolution mass...

Université de Fribourg

Influence of linear and branched perfluoroalkylated side chains on the π–π stacking behaviour of hexa-peri-hexabenzocoronene and thermotropic properties

Alameddine, Bassam ; Aebischer, Olivier Frédéric ; Heinrich, Benoît ; Guillon, Daniel ; Donnio, Bertrand ; Jenny, Titus A.

In: Supramolecular Chemistry, 2014, vol. 26, no. 2, p. 125–137

The thermotropic properties and self-assembly of two different series of hexa-peri-hexabenzocoronenes (HBC) bearing either linear or branched perfluoroalkylated side chains, each with a wide range of alkyl spacer and perfluorinated tail lengths, have been studied. Correlations between thermogravimetric analysis, differential scanning calorimetry, polarised optical microscopy and small-angle X-ray...

Université de Fribourg

Theoretical study of the stacking behavior of selected polycondensed aromatic hydrocarbons with various symmetries

Antony, Jens ; Alameddine, Bassam ; Jenny, Titus A. ; Grimme, Stefan

In: The Journal of Physical Chemistry A, 2012, vol. 117, no. 3, p. 616–625

Stacked dimers of four polycondensed aromatic hydrocarbons, with structures varying from high to reduced symmetries, have been calculated with dispersion-corrected density functional theory. The configurations of the stacked dimers are readily classified by two in-plane displacements and a relative rotation. The potential energy surface in these three coordinates was calculated with rigid...

Université de Fribourg

Synthesis of novel alkyl- and perfluoroalkyl-substituted polycondensed aromatic hydrocarbons for molecular electronics

Schindler, Mauro K. ; Jenny, Titus (Dir.)

Thèse de doctorat : Université de Fribourg, 2010.

The demand for electronic devices has exploded in the last few years. They are all around us and we use them everyday; TV, mobile phones, computers, etc. Most people could not imagine living without them. The presence of these devices has increased the consumption of electrical power and other resources such as silicon and petrol derivatives. This increase has itself created a demand for...

Université de Fribourg

Synthesis of alkyl-Substituted tribenzopentaphenes as versatile polycondensed aromatic hydrocarbon π-π stacking building blocks

Alameddine, Bassam ; Caba, Sofia Martin ; Schindler, Mauro ; Jenny, Titus A.

In: Synthesis, 2012, vol. 44, p. 1928-1934

We show the versatile synthesis of four tribenzopentaphene derivatives bearing alkyl side chains at three different positions. Substitutions on two of these positions led to subtle intensity changes at the lines of the blue emission, whereas alkylation in the bay region led to dimerization of the pentaphene derivative, resulting in a distortion of the chromophore geometry and an emission shift to...

Université de Fribourg

New polycondensed aromatic compoundsfor applications in the hydrogen cycle

Fragnière, Nicolas ; Jenny, Titus (Dir.)

Thèse de doctorat : Université de Fribourg, 2011.

Dans ce travail, nous allons présenter la synthèse d’un nouvel HBC perfluoroalkylé muni d’un acide sulfonique à la fin de l’une des chaînes perfluoroalkylé. Le but de l’introduction de cet acide est sa capacité à former de canaux à protons utilisable comme membrane dans des piles à combustible. Les canaux seraient créés par la formation de «stacks» de clusters de trois HBCs...