Two-Carbon Ring Expansion of Cyclobutanols to Cyclohexenones Enabled by Indole Radical Cation Intermediate: Development and Application to a Total Synthesis of Uleine

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C2-Selective Direct Alkynylation of Indoles

Jérôme Waser, Jonathan Brand, Gergely Laszlo Tolnai, Stephanie Ganss

The first C2-selective alkynylation of indoles using the hypervalent iodine reagent triisopropylsilylethyny1-1,2-benziodoxol-3(1H)-one (TIPS-EBX) with Pd(II) as a catalyst is described. This convenient and robust method gives a single-step access to substi ...

American Chemical Society2013

Electrophilic alkynylation: the dark side of acetylene chemistry

Jérôme Waser, Jonathan Brand

In addition to the well-established nucleophilic alkynylation, the use of electrophilic alkynes can expand tremendously the scope of acetylene transfer reactions. The use of metal catalysis has recently led to a rebirth of this research area. Halogenoalkyn ...

Royal Society of Chemistry2012

Development of Catalytic Umpolung : Part 1: Direct Alkynylation of Heterocycles and Electron-Rich Aromatics using Alkynyl-Benziodoxolones - Part 2: Synthesis of New Bifunctional (Thio)urea-Carbene Catalysts

Jonathan Brand

The development of efficient synthetic methodologies is crucial to access complex molecules in an economic, eco-friendly and safe way. The reversal of the intrinsic reactivity of functional groups, called Umpolung, allows alternative synthetic strategies a ...

EPFL2012

A Well-Defined Ni Pincer Catalyst for Cross Coupling of Non-Activated Alkyl Halides and Direct C-H Alkylation

Oleg Vechorkin

Carbon-carbon bond forming reactions are among the most important and useful methods for organic synthesis. During the last years, significant progress has been made in this field. Whereas many catalysts were developed for the coupling of aryl, alkenyl, an ...

EPFL2011

New Acetylene Chemistry : Direct [alpha]-Alkynylation of Carbonyls with Ethynyl Benziodoxolones (EBX)

Davinia Fernández González

This thesis is divided in seven main chapters including an introduction about the state of the art in the field, four main chapters describing the main part of the work, a short insight on the implications of the presented results for other research projec ...

EPFL2011

Coiled coils: attractive protein folding motifs for the fabrication of self-assembled, responsive and bioactive materials

Harm-Anton Klok, Maarten Danial

The coiled coil is a superhelical protein structural motif that consists of two or more alpha-helical peptides that are wrapped around each other in superhelical fashion. Coiled coils are amongst the most ubiquitous folding motifs found in proteins and hav ...

Royal Society of Chemistry2010

Nickel Complexes of a Pincer NN2 Ligand: Multiple Carbon-Chloride Activation of CH2Cl2 and CHCl3 Leads to Selective Carbon-Carbon Bond Formation

Rosario Scopelliti, Xile Hu, Oleg Vechorkin

A new pincer-type bis(amido)amine (NN2) ligand and its lithium and nickel complexes, including Ni(II) methyl, ethyl, and phenyl complexes, were synthesized. The Ni(II) alkyl complexes react cleanly with alkyl halides including chlorides to form C−C coupled ...

2008

On the structural stability of the free and metal-loaded c-terminal domain of the prion protein

Maria Carola Colombo

A misfolded conformer of the cellular prion protein, denoted as scrapie prion protein, is considered responsible for a variety of fatal neurodegenerative diseases. Both, the function of the protein in its native conformation as well as the factors that tri ...

EPFL2006

Anisotropic Local Motions and Location of Amide Protons in Proteins

Geoffrey Bodenhausen

A new method has been developed to obtain dynamic and structural information about peptide planes in proteins by a combination of measurements of weak short-range cross-correlation rates R(HNN/NC') that are due to concerted fluctuations of the HN-N and N-C ...

2005

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A Well-Defined Ni Pincer Catalyst for Cross Coupling of Non-Activated Alkyl Halides and Direct C-H Alkylation

Oleg Vechorkin

EPFL2011

New Acetylene Chemistry : Direct [alpha]-Alkynylation of Carbonyls with Ethynyl Benziodoxolones (EBX)

Davinia Fernández González

EPFL2011

Development of Catalytic Umpolung : Part 1: Direct Alkynylation of Heterocycles and Electron-Rich Aromatics using Alkynyl-Benziodoxolones - Part 2: Synthesis of New Bifunctional (Thio)urea-Carbene Catalysts

Jonathan Brand

EPFL2012

Coiled coils: attractive protein folding motifs for the fabrication of self-assembled, responsive and bioactive materials

Harm-Anton Klok, Maarten Danial

Royal Society of Chemistry2010

Nickel Complexes of a Pincer NN2 Ligand: Multiple Carbon-Chloride Activation of CH2Cl2 and CHCl3 Leads to Selective Carbon-Carbon Bond Formation

Rosario Scopelliti, Xile Hu, Oleg Vechorkin

2008