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- Borrowing_hydrogen abstract "Borrowing hydrogen catalysis, also called hydrogen autotransfer, is an important catalytic concept. \"Borrowing hydrogen\" can be seen as an example of Green chemistry.It is based on the intermediate oxidation of an alcohol substrate to the corresponding aldehyde by the catalyst (which \"borrows\" hydrogen from the substrate); the intermediate aldehyde then reacts with e.g. a secondary amine in a condensation reaction to produce e.g. an imine, that is then reduced by the catalyst in the final step to yield e.g. a tertiary amine. The method is highly atom economic, because is circumvents the activation of the alcohol (which is a poor electrophile itself, see tosylation or Swern oxidation).The method is not limited to the preparation of amines, it can also be used to form Carbon–carbon bonds (C-C bonds).Alcohols can be temporarily converted into carbonyl compounds by the metal-catalysed removal of hydrogen. The carbonyl compounds are reactive in a wider range of transformations than the precursor alcohols and can react in situ to give imines, alkenes, and α-functionalised carbonyl compounds. The metal catalyst, which had borrowed the hydrogen, then returns it to the transformed carbonyl compound, leading to an overall process in which alcohols can be converted into amines, compounds containing C-C bonds and β-functionalised alcohols.Microwave heating enables a Borrowing Hydrogen strategy to form C-N bonds from alcohols and amines, removes the need for solvent and reduces the reaction times, while the results are comparable with those using thermal heating.Nitroaromatics can also give this reaction, reducing nitro to amine and imine giving secondary amines.".
- Borrowing_hydrogen thumbnail Alcohol-(general)-skeletal.png?width=300.
- Borrowing_hydrogen wikiPageID "29953491".
- Borrowing_hydrogen wikiPageLength "4484".
- Borrowing_hydrogen wikiPageOutDegree "26".
- Borrowing_hydrogen wikiPageRevisionID "681390807".
- Borrowing_hydrogen wikiPageWikiLink (Cymene)ruthenium_dichloride_dimer.
- Borrowing_hydrogen wikiPageWikiLink 1,1-Bis(diphenylphosphino)ferrocene.
- Borrowing_hydrogen wikiPageWikiLink Aldehyde.
- Borrowing_hydrogen wikiPageWikiLink Alpha_and_beta_carbon.
- Borrowing_hydrogen wikiPageWikiLink Amine.
- Borrowing_hydrogen wikiPageWikiLink Atom_economy.
- Borrowing_hydrogen wikiPageWikiLink Carbonyl.
- Borrowing_hydrogen wikiPageWikiLink Carbon–carbon_bond.
- Borrowing_hydrogen wikiPageWikiLink Carbon–nitrogen_bond.
- Borrowing_hydrogen wikiPageWikiLink Catalysis.
- Borrowing_hydrogen wikiPageWikiLink Category:Catalysis.
- Borrowing_hydrogen wikiPageWikiLink Condensation_reaction.
- Borrowing_hydrogen wikiPageWikiLink Dichlorotris(triphenylphosphine)ruthenium(II).
- Borrowing_hydrogen wikiPageWikiLink Electrophile.
- Borrowing_hydrogen wikiPageWikiLink Eschweiler–Clarke_reaction.
- Borrowing_hydrogen wikiPageWikiLink Green_chemistry.
- Borrowing_hydrogen wikiPageWikiLink Imine.
- Borrowing_hydrogen wikiPageWikiLink Swern_oxidation.
- Borrowing_hydrogen wikiPageWikiLink Tosyl.
- Borrowing_hydrogen wikiPageWikiLink File:Alcohol-(general)-skeletal.png.
- Borrowing_hydrogen wikiPageWikiLink File:Amine-(secondary).png.
- Borrowing_hydrogen wikiPageWikiLink File:Amine-(tertiary).png.
- Borrowing_hydrogen wikiPageWikiLink File:Imine-(primary)-skeletal.png.
- Borrowing_hydrogen wikiPageWikiLink File:Skeletal_formula_of_a_aldehyde_group.svg.
- Borrowing_hydrogen wikiPageWikiLinkText "Borrowing hydrogen".
- Borrowing_hydrogen wikiPageWikiLinkText "borrowing hydrogen".
- Borrowing_hydrogen subject Category:Catalysis.
- Borrowing_hydrogen hypernym Concept.
- Borrowing_hydrogen type Process.
- Borrowing_hydrogen type Reaction.
- Borrowing_hydrogen comment "Borrowing hydrogen catalysis, also called hydrogen autotransfer, is an important catalytic concept. \"Borrowing hydrogen\" can be seen as an example of Green chemistry.It is based on the intermediate oxidation of an alcohol substrate to the corresponding aldehyde by the catalyst (which \"borrows\" hydrogen from the substrate); the intermediate aldehyde then reacts with e.g. a secondary amine in a condensation reaction to produce e.g.".
- Borrowing_hydrogen label "Borrowing hydrogen".
- Borrowing_hydrogen sameAs Q4946640.
- Borrowing_hydrogen sameAs m.0fqpmkv.
- Borrowing_hydrogen sameAs Q4946640.
- Borrowing_hydrogen wasDerivedFrom Borrowing_hydrogen?oldid=681390807.
- Borrowing_hydrogen depiction Alcohol-(general)-skeletal.png.
- Borrowing_hydrogen isPrimaryTopicOf Borrowing_hydrogen.