Related Experiment Video
Updated: Mar 11, 2026
Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
Published on: November 9, 2019
CO2 Reduction by Lanthanum Borohydride Complexes and Hydroboration Reactivity.
Disha Bhattacharjee1, Harsh P Singh1, Hugh J Sanderson1
1LCM, CNRS, École Polytechnique, Institut Polytechnique de Paris, Route de Saclay, 91120 Palaiseau, France.
Lanthanide borohydride complexes react with carbon dioxide (CO2) to form formate complexes. These complexes can be further transformed into valuable borylated methanol products using hydroborane reagents.
Area of Science:
- Organometallic Chemistry
- Rare-Earth Chemistry
- Catalysis
Background:
- Lanthanide borohydride complexes are key precursors for molecular lanthanide compounds.
- The reactivity of the borohydride ligand in these complexes remains underexplored.
Purpose of the Study:
- To investigate the reactivity of lanthanide borohydride complexes with carbon dioxide (CO2).
- To explore the potential of these complexes in CO2 transformation and valorization.
Main Methods:
- Reaction of [La(Cp^ttt)2(BH4)] with CO2.
- Analysis of reaction products using 1H DOSY NMR spectroscopy.
- Investigation of subsequent reactions with hydroborane reagents (BH3, HBPin, H(9-BBN)).
Main Results:
- Formation of a formate complex from the reaction of [La(Cp^ttt)2(BH4)] with CO2, existing as a monomer-dimer equilibrium.
- Characterization of the formate complex using 1H DOSY NMR.
- Synthesis of borylated methanol and lanthanide boroxide complexes via reaction with hydroborane reagents.
Conclusions:
- Lanthanide borohydride complexes exhibit novel reactivity towards CO2.
- These complexes show potential as precatalysts for CO2 hydroboration, enabling CO2 valorization.
More Related Videos
10:10Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes
Published on: July 28, 2018
08:56Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Related Concept Videos
02:23Alcohols from Carbonyl Compounds: Reduction
Catalytic hydrogenation is similar to the reduction of an alkene or alkyne by adding H2 across the pi bond in the presence of transition metal catalysts like Raney Ni, Pd–C, Pt, or Ru. Aldehydes and ketones can be reduced by this method, often under mild to moderate heat (25–100°C) and...
02:36Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn stereochemistry.
03:08Hydroboration-Oxidation of Alkenes
02:47Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
01:17Carboxylic Acids to Primary Alcohols: Hydride Reduction
01:19Acid Halides to Alcohols: LiAlH4 Reduction
The mechanism proceeds in three steps. First, the nucleophilic hydride ion attacks the carbonyl carbon of the acid halide to form a tetrahedral intermediate. Next, the carbonyl group is re-formed, and the halide ion departs as a leaving group, generating an aldehyde. A second nucleophilic attack by the hydride yields an alkoxide ion, which, upon protonation, gives a primary alcohol as...