5325-97-3Relevant articles and documents
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Durland,Adkins
, (1938)
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Intramolecular Cobalt-Mediated Cycloaddition of Linear Enediynes. A Useful Synthetic Entry into Cobalt-Protected Tricyclic Dienes and Their Synthetic Elaboration
Sternberg, Ethan D.,Vollhardt, K. Peter C.
, p. 1564 - 1573 (1984)
CpCo(CO)2 undergoes reaction with the linear α,δ,ω-enediynes 4, 10, 18, 22 and 25 to give the CpCo-complexed tricyclic dienes 5, 11, 19, 20, 23, 24, 26, and possibly 27.The free ligands may be obtained in good yield by oxidative demetalation.Treatment of the dienylsilane 12 with bromine gave the desilylated aromatic 13, whereas reaction with m-chloroperbenzoic acid furnished the dienol 14 and α-trimethylsilyl β,γ-enone 15.The latter rearranged to the desilylated α,β-enone 17 with acid.Some mechanistic discussion is presented concerned with the course of the cobalt-mediated cyclization reaction.Hydride abstraction from 11 resulted in the cation 28 which underwent unexpected nucleophilic addition to both ligands, in addition to deprotonation to benzene complex 32 and the free aromatic ligand 31.
Aromatic compound hydrogenation and hydrodeoxygenation method and application thereof
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Paragraph 0094-0095; 0106-0113, (2021/05/29)
The invention belongs to the technical field of medicines, and discloses an aromatic compound hydrogenation and hydrodeoxygenation method under mild conditions and application of the method in hydrogenation and hydrodeoxygenation reactions of the aromatic compounds and related mixtures. Specifically, the method comprises the following steps: contacting the aromatic compound or a mixture containing the aromatic compound with a catalyst and hydrogen with proper pressure in a solvent under a proper temperature condition, and reacting the hydrogen, the solvent and the aromatic compound under the action of the catalyst to obtain a corresponding hydrogenation product or/and a hydrodeoxygenation product without an oxygen-containing substituent group. The invention also discloses specific implementation conditions of the method and an aromatic compound structure type applicable to the method. The hydrogenation and hydrodeoxygenation reaction method used in the invention has the advantages of mild reaction conditions, high hydrodeoxygenation efficiency, wide substrate applicability, convenient post-treatment, and good laboratory and industrial application prospects.
Metallic Barium: A Versatile and Efficient Hydrogenation Catalyst
Stegner, Philipp,F?rber, Christian,Zenneck, Ulrich,Knüpfer, Christian,Eyselein, Jonathan,Wiesinger, Michael,Harder, Sjoerd
supporting information, p. 4252 - 4258 (2020/12/22)
Ba metal was activated by evaporation and cocondensation with heptane. This black powder is a highly active hydrogenation catalyst for the reduction of a variety of unactivated (non-conjugated) mono-, di- and tri-substituted alkenes, tetraphenylethylene, benzene, a number of polycyclic aromatic hydrocarbons, aldimines, ketimines and various pyridines. The performance of metallic Ba in hydrogenation catalysis tops that of the hitherto most active molecular group 2 metal catalysts. Depending on the substrate, two different catalytic cycles are proposed. A: a classical metal hydride cycle and B: the Ba metal cycle. The latter is proposed for substrates that are easily reduced by Ba0, that is, conjugated alkenes, alkynes, annulated rings, imines and pyridines. In addition, a mechanism in which Ba0 and BaH2 are both essential is discussed. DFT calculations on benzene hydrogenation with a simple model system (Ba/BaH2) confirm that the presence of metallic Ba has an accelerating effect.
