496-11-7Relevant articles and documents
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Errington,Linstead
, p. 666,672 (1938)
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The Disproportionation of cis-Bicyclonona-3,7-diene Catalyzed by Fe(CO)5 and Cp2Fe2(CO)4
Kagayama, Takashi,Okabayashi, Shinji,Amaike, Yoichi,Matsukawa, Yasuo,Ishii, Yasutaka,Ogawa, Masaya
, p. 2297 - 2298 (1982)
cis-Bicyclonona-3,7-diene (1) was catalytically disproportionated by the use of Fe(CO)5 and Cp2Fe2(CO)4 to bicyclonon-1(6)-ene (3) and indan (4).However, the same reaction catalyzed by the use of other metal carbonyls gave merely small amount of 3 and 4, while those using Pd- and Rh-carbons yielded only 4 and the starting material, 1, respectively.
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Naidus,Mueller
, p. 1829 (1950)
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Mironov et al.
, (1971)
Reduction method of electronic salt reaction liquid and unsaturated aromatic hydrocarbon compound
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Paragraph 0084-0087, (2021/11/10)
To the reduction method, tetrahydrofuran is used as a solvent and an electron trapping agent, metal lithium is used as a reducing agent, tertiary butanol is used as a reducing agent, and the unsaturated aromatic hydrocarbon compound is reduced under -10 - 0 °C conditions. The raw material tetrahydrofuran is used in the invention. Metal lithium and tert-butyl alcohol are all conventional chemical products, and are simple and easy to obtain. After the reaction is finished, excess lithium and solvent are recovered, and directly used to realize low cost, low pollution and high yield.
Boosting homogeneous chemoselective hydrogenation of olefins mediated by a bis(silylenyl)terphenyl-nickel(0) pre-catalyst
Lücke, Marcel-Philip,Yao, Shenglai,Driess, Matthias
, p. 2909 - 2915 (2021/03/14)
The isolable chelating bis(N-heterocyclic silylenyl)-substituted terphenyl ligand [SiII(Terp)SiII] as well as its bis(phosphine) analogue [PIII(Terp)PIII] have been synthesised and fully characterised. Their reaction with Ni(cod)2(cod = cycloocta-1,5-diene) affords the corresponding 16 VE nickel(0) complexes with an intramolecularη2-arene coordination of Ni, [E(Terp)E]Ni(η2-arene) (E = PIII, SiII; arene = phenylene spacer). Due to a strong cooperativity of the Si and Ni sites in H2activation and H atom transfer, [SiII(Terp)SiII]Ni(η2-arene) mediates very effectively and chemoselectively the homogeneously catalysed hydrogenation of olefins bearing functional groups at 1 bar H2pressure and room temperature; in contrast, the bis(phosphine) analogous complex shows only poor activity. Catalytic and stoichiometric experiments revealed the important role of the η2-coordination of the Ni(0) site by the intramolecular phenylene with respect to the hydrogenation activity of [SiII(Terp)SiII]Ni(η2-arene). The mechanism has been established by kinetic measurements, including kinetic isotope effect (KIE) and Hammet-plot correlation. With this system, the currently highest performance of a homogeneous nickel-based hydrogenation catalyst of olefins (TON = 9800, TOF = 6800 h?1) could be realised.
Metal-Free Heterogeneous Semiconductor for Visible-Light Photocatalytic Decarboxylation of Carboxylic Acids
Shi, Jiale,Yuan, Tao,Zheng, Meifang,Wang, Xinchen
, p. 3040 - 3047 (2021/03/09)
A suitable protocol for the photocatalytic decarboxylation of carboxylic acids was developed with metal-free ceramic boron carbon nitrides (BCN). With visible light irradiation, BCN oxidize carboxylic acids to give carbon-centered radicals, which were trapped by hydrogen atom donors or employed in the construction of the carbon-carbon bond. In this system, both (hetero)aromatic and aliphatic acids proceed the decarboxylation smoothly, and C-H, C-D, and C-C bonds are formed in moderate to high yields (35 examples, yield up to 93%). Control experiments support a radical process, and isotopic experiments show that methanol is employed as the hydrogen atom donor. Recycle tests and gram-scale reaction elucidate the practicability of the heterogeneous ceramic BCN photoredox system. It provides an alternative to homogeneous catalysts in the valuable carbon radical intermediates formation. Moreover, the metal-free system is also applicable to late-stage functionalization of anti-inflammatory drugs, such as naproxen and ibuprofen, which enrich the chemical toolbox.