0

Fully Borylated Methane and Ethane by Ruthenium-Mediated Cleavage and Coupling of CO

Andrei S Batsanov, Javier A Cabeza, Marco G Crestani, Manuel R Fructos, Pablo García-Álvarez, Marie Gille, Zhenyang Lin, Todd B Marder

Angew Chem Int Ed Engl. 2016 Apr 4;55(15):4707-10.

PMID: 26953905

Abstract:

Many transition-metal complexes and some metal-free compounds are able to bind carbon monoxide, a molecule which has the strongest chemical bond in nature. However, very few of them have been shown to induce the cleavage of its C-O bond and even fewer are those that are able to transform CO into organic reagents with potential in organic synthesis. This work shows that bis(pinacolato)diboron, B2pin2, reacts with ruthenium carbonyl to give metallic complexes containing borylmethylidyne (CBpin) and diborylethyne (pinBC≡CBpin) ligands and also metal-free perborylated C1 and C2 products, such as C(Bpin)4 and C2 (Bpin)6, respectively, which have great potential as building blocks for Suzuki-Miyaura cross-coupling and other reactions. The use of (13)CO-enriched ruthenium carbonyl has demonstrated that the boron-bound carbon atoms of all of these reaction products arise from CO ligands.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP78782179 Bis[(pinacolato)boryl]methane Bis[(pinacolato)boryl]methane 78782-17-9 Price
qrcode