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Université de Neuchâtel

Calix[n]tetrahydrofuran[4-n]pyrrolidines : optimized synthesis via hydrogenation of calix[n]furan[4-n]pyrroles, conformational study and preliminary work on their transition metal complexes

Maupillier, William ; Neier, Reinhard (Dir.)

Thèse de doctorat : Université de Neuchâtel, 2016.

An hydrogenation method for the reduction of the easy accessible meso-octaalkylporphirinogen (calix[4]pyrrole) has previously been reported in our group. This “standard method” leads to an unsatisfactory conversion to the saturated analogue, calix[4]pyrrolidine (18% yield determined by GC). However using large excess of the catalyst leads to total conversion. In order to study...

Université de Neuchâtel

New approaches for the synthesis of advanced precursors of Rhazinilam analogues

Kholod Zaitseva, Inga ; Neier, Reinhard (Dir.)

Thèse de doctorat : Université de Neuchâtel, 2014.

The purpose of this thesis was to explore different approaches for the synthesis of advanced precursors of rhazinilam analogues. The intramolecular Michael Addition was envisaged in order to obtain the pyrrole or pyrrolinone based analogues. The aim of the first project was to develop a flexible, efficient synthesis towards model systems. N-acylation and N-alkylation of the corresponding...

Université de Neuchâtel

A novel nano-optical sensing approach for real-time amyloid aggregation monitoring

Santi, Sara ; Neier, Reinhard (Dir.)

Thèse de doctorat : Université de Neuchâtel, 2016.

The misfolding and aggregation of amyloid proteins has been associated with incurable diseases such as Alzheimer's or Parkinson's disease. In the specific case of Alzheimer's disease, insoluble mature fibrils formed of amyloid-beta (Aβ) peptide aggregates are one of the gross features detectable in brain of Alzheimer-disease-affected patients. Insoluble mature fibrils were for long time believed...

Université de Neuchâtel

Towards the asymetric synthesis of chiral precursors of Novartis drug and drug candidates "via" organometallic Henry reactions and organocatalytic Michael additions

Dorange, Anne-Laure ; Neier, Reinhard (Dir.) ; Sedelmeier, Gottfried (Codir.)

Thèse de doctorat : Université de Neuchâtel, 2011.

The increasing demand for the marketing of enantiomerically pure substances has forced the pharmaceutical companies to develop efficient enantioselective procedures for the large scale synthesis of their drug candidates or commercial drugs. In this work, we focused our attention on the preparation of three Novartis pharmaceutically active substances. We planed to introduce the desired...

Université de Neuchâtel

Etude sur la réactivité du THP [tris[hydroxyméthyl]phosphine] et Développement de composés potentiellement efficaces en tant que retardants de flamme

Schenk, Christelle ; Neier, Reinhard (Dir.)

Thèse de doctorat : Université de Neuchâtel, 2014.

Since the 70s, traditional materials such as wood and metals were gradually replaced by polymer materials. In spite of all advantages offered by these plastics, they can be particularly flammable and can release highly toxic compounds under the influence of combustion. It’s why additives called "flame retardants" were developed to improve safety of our everyday life in front of fires. A flame...

Université de Neuchâtel

Dimers of the columnar mesomorphic 2-substituted benzene-1,2,5,-tricarboxamide (BTA) unit : study of the liquid crystallinity in the bulk and of the self-assembly in solution

Invernizzi, Christian ; Neier, Reinhard (Dir.)

Thèse de doctorat : Université de Neuchâtel, 2015.

The self-assembly of N, N’, N’’-trialkylbenzene-1,3,5-tricarboxyamides (BTAs) has been reported to lead to supramolecular columnar-stacked structures with attractive material properties. The formation of the columnar liquid crystalline phases (mesophases) along a broad range of temperature is one of the most interesting properties shown by BTAs. In this thesis, the...

Université de Neuchâtel

Synthesis of Calix[4]pyrrolidine, Calix[m]tetrahydrofuran[n]pyrrolidine (m+n=4) and similar macrocyclic systems - elucidation of the hydrogenation sequence and factors influencing the stereoselectivity

Journot, Guillaume ; Neier, Reinhard (Dir.)

Thèse de doctorat : Université de Neuchâtel, 2012 ; 2259.

The first meso-octaalkylporphyrinogen (calix[4]pyrrole) was synthesized by Baeyer more than 120 years ago, mixing pyrrole and acetone in the presence of an acid. We have performed a thorough study of the catalytic hydrogenation of calix[4]pyrrole 1, by using common as well as novel heterogeneous catalysts based on transition metals (Pd, Rh, Ru) supported on solid matrices. Another...

Université de Neuchâtel

Synthese neuer Ringerweiterter Porphyrine als Vorläufer Hexagonal Diskotischer Mesophasen

Herzog, Beat Andreas ; Neier, Reinhard (Dir.)

Thèse de doctorat : Université de Neuchâtel, 2008 ; Th. 2057.

Tetrapyrroles are of fundamental importance such as for the existence of life on our planet. Mentioned for the whole class of these chromophores the examples of chlorophylls for the photosynthesis or of the heme for the cellular respiration are always present. Nature optimized such systems over million of years and made adjustments for the different applications. Natural tetrapyrroles play an...

Université de Neuchâtel

The use of the crossed aldol mukaiyama reaction for the preparation of advanced intermediates for the synthesis of rhazinilam analogues

Buciumas, Ana-Maria ; Neier, Reinhard (Dir.)

Thèse de doctorat : Université de Neuchâtel, 2008 ; Th.2012.

Having studied the previous total syntheses of rhazinilam and of its analogues, we developed our own strategy based the crossed aldol Mukaiyama reaction as the key step. The determination of the diastereoselectivity of the reactions reported above could be achieved with the help X-ray structures. Working with model molecules, by acylation of 1H-pyrrole-2(5H)-one to nitrogen, cleavage of hydroxyl...