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Fully Borylated Methane and Ethane by Ruthenium‐Mediated Cleavage and Coupling of CO
Author(s) -
Batsanov Andrei S.,
Cabeza Javier A.,
Crestani Marco G.,
Fructos Manuel R.,
GarcíaÁlvarez Pablo,
Gille Marie,
Lin Zhenyang,
Marder Todd B.
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201601121
Subject(s) - ruthenium , chemistry , reagent , bond cleavage , cleavage (geology) , metal , carbon monoxide , transition metal , molecule , methane , metal carbonyl , photochemistry , oxidative coupling of methane , boron , medicinal chemistry , catalysis , organic chemistry , materials science , fracture (geology) , composite material
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, B 2 pin 2 , reacts with ruthenium carbonyl to give metallic complexes containing borylmethylidyne (CBpin) and diborylethyne (pinBC≡CBpin) ligands and also metal‐free perborylated C 1 and C 2 products, such as C(Bpin) 4 and C 2 (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.