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In homogeneous catalysis
In chemistry, homogeneous catalysis is catalysis by a soluble catalyst in a solution. Homogeneous catalysis refers to reactions where the catalyst is in the same phase as the reactants, principally in solution. In contrast, heterogeneous catalysis ...
, MACHO catalysts are metal complex
A coordination complex consists of a central atom or ion, which is usually metallic and is called the ''coordination centre'', and a surrounding array of bound molecules or ions, that are in turn known as ''ligands'' or complexing agents. Many ...
es containing MACHO ligands, which are of the type HN(CH2CH2PR2)2, where R is typically phenyl or isopropyl. Complexes with ruthenium(II) and iridium(III) have received much attention for their ability to hydrogenate polar bonds such as those in esters and even carbon dioxide
Carbon dioxide (chemical formula ) is a chemical compound made up of molecules that each have one carbon atom covalently double bonded to two oxygen atoms. It is found in the gas state at room temperature. In the air, carbon dioxide is transpar ...
. The catalysts appear to operate via intermediates where the amine proton and the hydride ligand both interact with the substrate. The Ru-MACHO catalyst have been commercialized for the synthesis of 1,2-propanediol
Propylene glycol (IUPAC name: propane-1,2-diol) is a viscous, colorless liquid, which is nearly odorless but possesses a faintly sweet taste. Its chemical formula is CH3CH(OH)CH2OH.
Containing two alcohol groups, it is classed as a diol. It is ...
from bio-derived methyl lactate
Methyl lactate, also known as lactic acid methyl ester, is the organic compound with the formula CH3CH(OH)CO2CH3. It is the methyl ester of lactic acid. A colorless liquid, it is the simplest chiral ester. Being naturally derived, it is readily ...
.{{cite journal , doi=10.1038/s41570-018-0049-z, title=The role of the metal-bound N–H functionality in Noyori-type molecular catalysts, year=2018, last1=Dub, first1=Pavel A., last2=Gordon, first2=John C., s2cid=106394152, journal=Nature Reviews Chemistry, volume=2, issue=12, pages=396–408
See also
* 1,5-Diaza-3,7-diphosphacyclooctanes, phosphine amine ligands used in hydrogen evolution *Noyori asymmetric hydrogenation
In chemistry, the Noyori asymmetric hydrogenation refers to methodology for enantioselective reduction of ketones and related functional groups. This methodology was introduced by Ryoji Noyori, who shared the Nobel Prize in Chemistry in 2001 for c ...
, another family of amine-phosphine catalysts
* Shvo catalyst
The Shvo catalyst is an organoruthenium compound that catalyzes the hydrogenation of polar functional groups including aldehydes, ketones and imines. The compound is of academic interest as an early example of a catalyst for transfer hydrogenation ...
, a related bifunctional catalyst for hydrogen transfer
References