Related Experiment Video
Updated: Jun 27, 2025

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron
Published on: August 12, 2019
Reduction of Thorium Tris(amido)arene Complexes: Reversible Double and Single C-C Couplings
Chong Deng1, Jiefeng Liang1, Yi Wang1
1Beijing National Laboratory for Molecular Sciences, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P. R. China.
Abstract:
The reduction chemistry of thorium complexes is less explored compared to that of their uranium counterparts. Here, we report the synthesis, characterization, and reduction chemistry of two thorium(IV) complexes, (AdTPBN3)ThCl (1) and (DtbpTPBN3)ThCl(THF) (4) [RTPBN3 = 1,3,5-[2-(RN)C6H4]3C6H3; R = 1-adamantyl (Ad) or 3,5-di-tert-butylphenyl (Dtbp); THF = tetrahydrofuran], supported by tripodal tris(amido)arene ligands with different N-substituents. Reduction of 1 with excessive potassium in n-pentane yielded a double C-C coupling product, [(AdTPBN3)ThK(Et2O)2]2 (3), featuring a unique tetraanionic tricyclic core. On the other hand, reduction of 4 with 1 equiv of KC8 in hexanes/1,2-dimethoxyethane (DME) afforded a single C-C coupling product, [(DtbpTPBN3)Th(DME)]2 (5), with a dianionic bis(cyclohexadienyl) core. The solid- and solution-state structures of dinuclear thorium(IV) complexes 3 and 5 were established by X-ray crystallography and NMR spectroscopy. In addition, reactivity studies show that 3 and 5 can behave as thorium(II) and thorium(III) synthons to reduce organic halides. For instance, 3 and 5 are able to reduce 4 and 2 equiv of benzyl chloride, respectively, to regenerate 1 and 4 with concomitant formation of dibenzyl. Reversible C-C couplings under redox conditions provide an alternative approach to exploiting the potential of thorium arene complexes in redox chemistry.
More Related Videos
Related Concept Videos
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction
Cycloaddition Reactions: MO Requirements for Thermal Activation
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
Radical Reactivity: Intramolecular vs Intermolecular
Reduction of Alkynes to trans-Alkenes: Sodium in Liquid Ammonia
When dissolved in liquid ammonia, an alkali metal,...
Thermal and Photochemical Electrocyclic Reactions: Overview
![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)
