FleischerLab

Check out our new manuscript on mechanochemical cross- electrophile coupling between thioesters and alkyl bromides: pubs.rsc.org/en/content/a...
Congrats to Ivo, Robert and the „student gang“!

I agree, congratulations Sonja and Holger! I am happy that we could contribute a tiny bit.

Nickel-Catalyzed C–S Cross-Coupling Enhanced by Mechanochemistry We report a nickel-catalyzed cross-coupling between aryl (pseudo)halides and thiols under mechanochemical conditions. The reaction tolerated both alkyl and aryl thiols and required a lower catalyst lo...

The manuscript on Ni-catalyzed thioether synthesis in ball mill was finally published in ACS Catalysis pubs.acs.org/doi/10.1021/.... Congrats to the team!

This year‘s FuMo took place in the mountains! 🏔️ Together with @ivanafleischer.bsky.social, @teichertlab.bsky.social, @breugstlab.bsky.social & @kretschmerlab.bsky.social we spent four days in Obergurgl, full of interesting scientific talks, inspiring discussions and enjoying the Tyrolian nature.

Nickel Catalyzed C–S Cross Coupling Enhanced by Mechanochemistry We report a nickel-catalyzed cross-coupling between aryl (pseudo-)halides and thiols under mechanochemical conditions. The reaction tolerated both alkyl and aryl thiols and required lower catalyst loa...

I am excited to share our next adventure in the field of C–S coupling - nickel-catalysed, in ball-mill and on air, with some fancy nickel thiolate complexes. Congrats to Ivo and team. Check out here: doi.org/10.26434/che...

Stereoselective [2 + 2 + 2] Cycloaddition of Benzocyclobutanones and Norbornadienes through Nickel-Catalyzed C–C Bond Activation We report a nickel-catalyzed stereoselective [2 + 2 + 2] cycloaddition between norbornadienes and benzocyclobutanones via C–C activation. This transformation generates four stereocenters, producing no...

We also like small rings now. Check out Robert’s work on the reaction of benzocyclobutanones with norbornadienes through Ni-catalyzed C–C bond activation in Organic Letters. Congrats! pubs.acs.org/doi/full/10....

Dual Nickel/Titanium Catalyzed Cross‐Electrophile Coupling of Thioesters with Benzylic Alcohols A nickel-catalyzed and Lewis acid-assisted cross-electrophile coupling between thioesters and electron-rich benzylic alcohols is described. A series of investigations delivers insights into the mecha...

I would like to share Anne's work on coupling of thioesters and benzylic alcohols, which was recently published in ChemCatChem: chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/...
Congrats, Anne!

Congrats!

Influence of the Counterion on the Activation of Nickel(σ-Aryl) Precatalysts Complexes of the type LnNi(σ-aryl)Cl are known to be competitive precatalysts for various transformations, avoiding the use of expensive and sensitive Ni(0)-precursors, such as Ni(cod)2. The in situ activation requires a transmetalation step with a nucleophile, yielding the active Ni(0) catalyst after reductive elimination. Steric hindrance is usually implemented in the σ-aryl group (e.g., o-tolyl or 1-naphthyl) to enhance kinetic stability. Simultaneously, this steric hindrance can render the activation process slow, thus increasing the reaction time and possibly reducing the amount of active catalyst. To circumvent this issue, we envisaged substitution of the anionic chloride ligand of the precatalyst with more labile ligands that would facilitate transmetalation. In this work, a series of (Xantphos)Ni(o-tolyl)X complexes was successfully synthesized, and the effect of the counterion X on the reaction profile was investigated using C–S cross-coupling as the model reaction. (Xantphos)Ni(o-tolyl)OTf was identified as the most efficient precatalyst, probably due to the weak coordinating ability of the triflate anion that facilitated the activation step. Finally, this concept was also studied in Suzuki–Miyaura coupling and Buchwald–Hartwig amination reactions using (dppf)Ni(o-tolyl)X precatalysts.

The very first Organometallics paper from Fleischer Lab: pubs.acs.org/doi/10.1021/...
It describes the investigations on the influence of counterion on the performance on Ni(II) catalysts in C-S couplings and much more. Congrats to Ivo and Anna!

We are delighted to present our new contribution to nickel-catalysed C–S couplings. This time, we tackled sterically hindered aromatic triflates. Advance article in Org. Chem. Front.: pubs.rsc.org/en/content/a...
Congrats to Ivo and Robert!

We enjoy the festive season with Christmas party and visit of historical Christmas market. The best time to join the Fleischer group, isn’t it?
We welcome Dhananjay and Matias as new group members!

Die ProfessorInnen der Fachgruppe Chemie der RWTH Aachen University laden zur Chemiedozententagung 2024 nach Aachen ein. Wir heißen Sie vom 11. - 13.3.24 herzlich willkommen! veranstaltungen.gdch.de/tms/frontend... Deadline zur Beitragseinreichung: 1.12.23 ! @gdch.bsky.social

Chemists and other scientists, where are you?