Publication

Chiral Cp-Rhodium(III)-Catalyzed Asymmetric Hydroarylations of 1,1-Disubstituted Alkenes

Publications associées (31)

Enantioselective C(sp(3))-C(sp(3)) cross-coupling of non-activated alkyl electrophiles via nickel hydride catalysis

Cross-coupling of two alkyl fragments is an efficient method to produce organic molecules rich in sp(3)-hybridized carbon centres, which are attractive candidate compounds in drug discovery. Enantioselective C(sp(3))-C(sp(3)) coupling is challenging, espec ...

2020

Near-Enantiopure Trimerization of 9-Ethynylphenanthrene on a Chiral Metal Surface

Harald Brune, Jan Prinz, Roland Widmer, Aliaksandr Yakutovich, Samuel Thomas Stolz

Enantioselectivity in heterogeneous catalysis strongly depends on the chirality transfer between catalyst surface and all reactants, intermediates, and the product along the reaction pathway. Herein we report the first enantioselective on-surface synthesis ...

Wiley-VCH Verlag GmbH2020

Modular Chiral N-Heterocyclic Carbene Ligands for the Nickel-Catalyzed Enantioselective C-H Functionalization of Heterocycles

Nicolai Cramer, Johannes Diesel

N-Heterocyclic carbenes (NHCs) are the ligands of choice in a large variety of transformations entailing different transition metals. However, the number and variety of chiral NHCs suitable as stereo-controlling ligands in asymmetric catalysis remains limi ...

2020

Asymmetric (CpRh)-Rh-x(III)-Catalyzed Acrylic Acid C-H Functionalization with Allenes Provides Chiral gamma-Lactones

Nicolai Cramer, Shouguo Wang

A chiral cyclopentadienyl (Cp-x) ligand featuring the semi-saturated H8-binaphthyl backbone as the chiral element was developed. Its application potential was demonstrated by (CpRhIII)-Rh-x-catalyzed C-H bond functionalization of acryl acids and allenes, e ...

AMER CHEMICAL SOC2020

Solid-state to solution helicity inversion of pseudotetrahedral chiral copper(II) complexes with 2,4-dihalo-salicylaldiminate ligands

Rosario Scopelliti

The enantiopure Schiff bases (R or S)-N-1-( phenyl)ethyl-2,4-X-1,X2(-)salicylaldimine (X-1, X-2 = Cl, Br, I) coordinate to copper(II) and provide pseudotetrahedral bis[(S or R)-N-1-(phenyl)ethyl-(2,4-X-1,X-2-salicylaldiminato.2N,O)]-./.-Cu(II) (kappa N-2,O ...

ROYAL SOC CHEMISTRY2020

Z-Selective Synthesis of Vinyl Boronates through Fe-Catalyzed Alkyl Radical Addition

Xile Hu, Alexis Baptiste Cheseaux, Guido Barzanò

Z-Selective synthesis of vinyl boronates is challenging. This work describes Fe-catalyzed addition of alkyl radicals, formed by the corresponding alkyl halides, to ethynyl ethynylboronic acid pinacol ester that gives rise to Z-vinyl boronates in high stere ...

2019

Development of Catalytic Asymmetric C-H Functionalizations with Chiral Cyclopentadienyl Iridium(III) Complexes

Yun-Suk Jang

Cp*Ir(III) catalyzed C-H functionalization is a growing field, since it provides novel complementary reactivities, but enantioselective C-H functionalization reactions with this metal remain a niche. This thesis investigates CpXIr(III) catalyzed asymmetric ...

EPFL2019

Nanophotonic Platforms for Enhanced Chiral Sensing

Hatice Altug, Kosmas Tsakmakidis, Ershad Mohammadi

Chirality plays an essential role in life, providing unique functionalities to a wide range of biomolecules, chemicals, and drugs, which makes chiral sensing and analysis critically important. The wider application of chiral sensing continues to be constra ...

2018

Neutral chiral cyclopentadienyl Ru(II)Cl catalysts enable enantioselective [2+2]-cycloadditions

Nicolai Cramer, David Kossler

Cyclopentadienyl ruthenium(II) complexes with a large number of available coordination sites are frequently used catalysts for a broad range of transformations. To be able to render these transformations enantioselective, we have designed a chiral neutral ...

2017

A β-Carbon elimination strategy for convenient in situ access to cyclopentadienyl metal complexes

Anne-Clémence Corminboeuf, Matthew Wodrich, Nicolai Cramer, Gints Smits, Benoît Daniel Bertrand Audic

The electronic and steric properties of tailored cyclopentadienyl (Cp) ligands are powerful handles to modulate the catalytic properties of their metal complexes. This requires the individual preparation, purification and storage of each ligand/metal combi ...

2017

Stereoselective synthesis of alkenes via base-metal-catalyzed addition reactions to alkynes and activation of hydrogen peroxide and carbon dioxide by iron complexes

Fedor Zhurkin

Alkene functionality can be found in the majority of natural products, drugs, catalysts and organic materials. Therefore, methods of C-C double bond formation constitute a cornerstone of organic synthesis. Selective formation of either (Z)- or (E)-isomer i ...

EPFL2017