Publication

On-surface transmetalation of metalloporphyrins

Publications associées (81)

New developments in iron-catalyzed carbon-carbon bond forming reactions

The goal of this thesis is to develop new carbon-carbon bond forming reactions using inexpensive and simple coupling partners like aryl halides (pseudohalides), sulfonyl derivatives, Grignard reagents, alkenes and alkynes with metal catalysis, preferably u ...

EPFL2009

Nickel Complexes of a Pincer Amidobis(amine) Ligand: Synthesis, Structure, and Activity in Stoichiometric and Catalytic C—C Bond Forming Reactions of Alkyl Halides

Rosario Scopelliti, Xile Hu, Oleg Vechorkin

NiII complexes of the new pincer amidobis(amine) ligand are described. The Ni chloride complex catalyzes Kumada-Corriu-Tamao coupling of unactivated alkyl halides with alkyl Grignard reagents, as well as double C-C coupling of CH2Cl2 with alkyl Grignard re ...

2009

Functional group tolerant Kumada-Corriu-Tamao coupling of non-activated alkyl halides with aryl and heteroaryl nucleophiles: Catalysis by a nickel pincer complex permits the coupling of functionalized Grignard reagents

Xile Hu, Oleg Vechorkin, Valérie Proust

A nickel(II) pincer complex [(MeNN2)NiCl] (1) catalyzes Kumada−Corriu−Tamao cross coupling of nonactivated alkyl halides with aryl and heteroaryl Grignard reagents. The coupling of octyl bromide with phenylmagnesium chloride was used as a test reaction. Us ...

2009

Single-molecule-level characterization of supramolecular systems at surfaces

Dietmar Payer

This thesis deals with the self-organization of individual building blocks, specifically organic molecules and metal atoms, into supramolecular structures on metal surfaces under ultra high vacuum conditions (UHV). Self-organization of supramolecular syste ...

EPFL2007

Design, synthesis and applications of functionalized ionic liquids

Dongbin Zhao

Room temperature ionic liquids (RTILs), considered as "designers' solvents", are attracting a great attention because of their possibility to be tailored based on property requirements. The ionic liquids designed and synthesized for carrying out specified ...

EPFL2007

Remote trimethylsilyl groups interfering with the ortho deprotonation of fluoroarenes and chloroarenes

Christophe Heiss

(2-Fluorophenyl)trimethylsilane (2-F) and (2-chlorophenyl)trimethylsilane (2-Cl) react with sec-butyllithium or lithium 2,2,6,6-tetramethylpiperidide under permutational hydrogen/metal interconversion (metalation) more slowly than, resp., the corresponding ...

2007

Palladium-Catalyzed Desulfitative Mizoroki-Heck Coupling Reactions of Sulfonyl Chlorides with Olefins in a Nitrile-functionalized Ionic Liquid

Paul Joseph Dyson, Pierre Vogel, Zhaofu Fei, Dongbin Zhao, Chandra Mouleeswara Rao Volla

Aryl and alkenyl sulfonyl chlorides can be used in Heck-Mizoroki-type couplings with mono- and disubstituted olefins in a nitrile-functionalized ionic liquid, viz. [C3CNpy][Tf2N]. Advantages over previously reported methods include: (1) use of a cheap cat ...

2006

Trifluoromethyl-substituted phenylsilanes: the regiochemical course of their metalation dictated by buttressing effects

Christophe Heiss

Triethyl[(2-trifluoromethyl)phenyl]silane reacts with the superbasic LIC-KOR mixt. of butyllithium and potassium tert-butoxide exclusively at the 4-position ("meta-metalation") and not at all at the 3-position ("ortho-metalation"). Two further substrates w ...

2006

Low-dimensional supramolecular architectures at metal surfaces

Sebastian Stepanow

This thesis is concerned with supramolecular architectures assembled at metal surfaces. The investigations pursued two objectives. On the one hand, the focus was placed on the fabrication of low-dimensional surface-supported network structures by applying ...

EPFL2005

The kinetic acidity of oligofluorobenzenes correlated with their gas phase deprotonation energies

The relative reactivities of fluorobenzene, all di-, tri-, and tetrafluorobenzenes and pentafluorobenzene toward sec-butyllithium have been assessed in THF at -100 DegC. At this temp. no subsequent transmetalation reactions take place but those compromise ...

2005

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