Halogen and Chalcogen Bond in Catalysis

We study s-hole interactions in solution and we develop new chiral halogen and chalcogen bond donors for application in (asymmetric) catalysis.

Halogen and Chalcogen Bond Donors Based on Axially Chiral 4,4′-bipyridine Scaffold

 

Halogen Bond Donors Based on Planar Chiral Ferrocenyl Scaffold

Chalcogen Bond Donors Based on Tellurium

Study in Solution

 

Catalysis

 

Selected publications:

1) Weiss, R.; Aubert, E.; Peluso, P.; Cossu, S.; Pale, P.; Mamane, V. Chiral Chalcogen Bond Donors Based on the 4,4’-Bipyridine Scaffold. Molecules 2019, 24, 4484.

2) Mamane, V.; Peluso, V.; Aubert, E.; Weiss, R.; Wenger, E.; Cossu, S. Pale, P. Disubstituted Ferrocenyl Iodo- and Chalcogenoalkynes as Chiral Halogen and Chalcogen Bond Donors. Organometallics 2020, 39, 3936.

3) Weiss, R.; Aubert, E.; Pale, P.; Mamane, V. Chalcogen-Bonding Catalysis with Telluronium Cations. Angew. Chem. Int. Ed. 2021, 60, 19281.

4) Weiss, R.; Golisano, T.; Pale, P.; Mamane, V. Insight into the Modes of Activation of Pyridinium and Bipyridinium Salts in Non-Covalent Organocatalysis. Adv. Synth. Catal. 2021, 363, 4779.

5) Aubert, E., Doudouh, A., Wenger, E.; Sechi, B.; Peluso, P.; Pale, P.; Mamane, V. Chiral Ferrocenyl–Iodotriazoles and –Iodotriazoliums as Halogen Bond Donors. Synthesis, Solid State Analysis and Catalytic Properties. Eur. J. Inorg. Chem. 2022, 2022, e202100927.

6) Weiss, R.; Aubert, E.; Groslambert, L.; Pale, P.; Mamane, V. Chalcogen Bonding with Diaryl Ditellurides: Evidence from Solid State and Solution Studies. Chem. Eur. J. 2022, 28, e202200395 (Hot Paper).

7) Peluso, P.; Mamane, V. Stereoselective Processes Based on σ-Hole Interactions. Molecules 2022, 27, 4625 (Review).

8) Pale, P.; Mamane, V. Chalcogen Bonds: How to Characterize Them in Solution? ChemPhysChem 2023, 24, e202200481 (Concept Article).

9) Groslambert, L.; Padilla-Hernandez, A.; Weiss, R.; Pale, P.; Mamane, V. Chalcogen-Bond Catalysis: Telluronium-Catalyzed [4+2]-Cyclocondensation of (in situ Generated) Aryl Imines with Alkenes. Chem. Eur. J. 2023, 29, e202203372 (Hot Paper).

10) Pale, P.; Mamane, V. Chalcogen bonding catalysis: tellurium, the last frontier? Chem. Eur. J. 2023, 29, e202302755 (Review).

11) Weiss, R.; Aubert, E.; Groslambert, L.; Pale, P.; Mamane, V. Evidence for and evaluation of fluorine–tellurium chalcogen bonding. Chem. Sci. 2023, 14, 7221.

12) Groslambert, L.; Cornaton, Y.; Ditte, M.; Aubert, E.; Pale, P.; Tkatchenko, A.; Djukic, J.-P.; Mamane, V. Affinity of Telluronium Chalcogen Bond Donors for Lewis Bases in Solution: A Critical Experimental-Theoretical Joint Study. Chem. Eur. J. 2024, 30, e202302933 (Very Important Paper).