55693-34-0

Upstream product

• 493-01-6 cis-decalin 
• 493-02-7 trans-Decalin 
• 76402-75-0 (+/-)-2-(4'-iodobutyl)cyclohexanone 
• 79-31-2 isobutyric Acid 
• 524-38-9 N-hydroxyphthalimide 
• 91-17-8 decalin 

Relevant academic research and scientific papers

LANTHANIDES IN ORGANIC SYNTHESIS. SYNTHESIS OF BICYCLIC ALCOHOLS.

Lanthanide reducing agents have been found to effectively promote intramolecular alkylation reactions to provide the corresponding bicyclic alcohols in excellent yields.

RUTHENIUM COMPLEX AND PRODUCTION METHOD THEREOF, CATALYST, AND PRODUCTION METHOD OF OXYGEN-CONTAINING COMPOUND

PROBLEM TO BE SOLVED: To provide a ruthenium complex that is particularly useful as a catalyst for oxidizing a substrate having a carbon-hydrogen bond. SOLUTION: The ruthenium complex represented by the general formula (i) or a cis conformer thereof is provided. In the general formula (i), R1 represents H, a phenyl group or a substituted phenyl group; R2 represents H, a phenyl group or an alkyl group; L1 represents halogen or water molecule; L2 represents triphenylphosphine, pyridine, imidazole or dimethylsulfoxide; X represents halogen; and n represents 1 or 2. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPO&INPIT

Highly Selective and Catalytic Oxygenations of C?H and C=C Bonds by a Mononuclear Nonheme High-Spin Iron(III)-Alkylperoxo Species

The reactivity of a mononuclear high-spin iron(III)-alkylperoxo intermediate [FeIII(t-BuLUrea)(OOCm)(OH2)]2+(2), generated from [FeII(t-BuLUrea)(H2O)(OTf)](OTf) (1) [t-BuLUrea=1,1′-(((pyridin-2-ylmethyl)azanediyl)bis(ethane-2,1-diyl))bis(3-(tert-butyl)urea), OTf=trifluoromethanesulfonate] with cumyl hydroperoxide (CmOOH), toward the C?H and C=C bonds of hydrocarbons is reported. 2 oxygenates the strong C?H bonds of aliphatic substrates with high chemo- and stereoselectivity in the presence of 2,6-lutidine. While 2 itself is a sluggish oxidant, 2,6-lutidine assists the heterolytic O?O bond cleavage of the metal-bound alkylperoxo, giving rise to a reactive metal-based oxidant. The roles of the urea groups on the supporting ligand, and of the base, in directing the selective and catalytic oxygenation of hydrocarbon substrates by 2 are discussed.

Direct Oxidation of Csp3?H bonds using in Situ Generated Trifluoromethylated Dioxirane in Flow

A fast, scalable, and safer Csp3?H oxidation of activated and un-activated aliphatic chains can be enabled by methyl(trifluoromethyl)dioxirane (TFDO). The continuous flow platform allows the in situ generation of TFDO gas and its rapid reactivity toward tertiary and benzylic Csp3?H bonds. The process exhibits a broad scope and good functional group compatibility (28 examples, 8–99 %). The scalability of this methodology is demonstrated on 2.5 g scale oxidation of adamantane.

Aromatic derivative containing polycyclic alkane and organic electroluminescent device containing the derivative (by machine translation)

The invention relates to an aromatic derivative containing polycyclic alkane and an organic electroluminescent device containing the same, and the structure is shown in the following chemical formula I: The compound disclosed by the invention is an aromatic derivative containing a polycyclic alkane as a skeleton, exhibits excellent stability and high heat resistance; can greatly reduce energy loss, and can form a stable fused ring. The aromatic derivatives containing polycyclic alkanes can improve the stability. (by machine translation)

Alkane oxidation by the system 'tert-butyl hydroperoxide-[Mn 2L2O3][PF6]2 (L = 1,4,7trimethyl-1,4,7-triazacyclononane)-carboxylic acid'

The kinetics of cyclohexane (CyH) oxygenation with terf-butyl hydroperoxide (TBHP) in acetonitrile at 50°C catalysed by a dinuclear manganese(IV) complex 1 containing 1,4,7-trimethyl-1,4,7-triazacyclononane and co-catalysed by oxalic acid have been studied. It has been shown that an active form of the catalyst (mixed-valent dimeric species 'MnIIIMnIV,) is generated only in the interaction between complex 1 and TBHP and oxalic acid in the presence of water. The formation of this active form is assumed to be due to the hydrolysis of the Mn - O - Mn bonds in starting compound 1 and reduction of one MnIV to MnIII. A species which induces the CyH oxidation is radical tert-BuO generated by the decomposition of a monoperoxo derivative of the active form. The constants of the equilibrium formation and the decomposition of the intermediate adduct between TBHP and 1 have been measured: k = 7.4mol-1dm3 and k = 8.4 × 10 -2s-1, respectively, at [H2O] = 1.5 mol dm -3 and [oxalic acid] = 10-2 mol dm-3. The constant ratio for reactions of the monomolecular decomposition of tert-butoxy radical (tert-BuO → CH3COCH3+ CH3) and its interaction with the CyH (terf-BuO + CyH → fert-BuOH + Cy) was calculated: 0.26 mol dm-3. One of the reasons why oxalic acid accelerates the oxidation is due to the formation of an adduct between oxalic acid and 1 (K ≈ 103 mol-1 dm3). Copyright

Catalytic oxidation of C-H bonds

The invention provides a catalytic, chemospecific and stereospecific method of oxidizing a wide variety of substrates without unwanted side reactions. Essentially, the method of the instant invention, under relatively mild reaction conditions, catalytically, stereospecifically and chemospecifically inserts oxygen into a hydrocarbon C—H bond. Oxidation (oxygen insertion) at a tertiary C—H bond to form an alcohol (and in some cases a hemiacetal) at the tertiary carbon is favored. The stereochemistry of an oxidized tertiary carbon is preserved. Ketones are formed by oxidizing a secondary C—H bond and ring-cleaved diones are formed by oxidizing cis tertiary CH bonds.

Methods of acylating adamantane, tricyclo[5.2.1.02,6], and decalin compounds

An acylating agent of the invention includes (A) a 1,2-dicarbonyl compound or its hydroxy reductant, (B) oxygen, and (C) at least one compound selected from (c1) a metallic compound and (C2) N-hydroxyphthalimide or another imide compound. As the 1,2-dicarbonyl compound or its hydroxy reductant (A), biacetyl, 2,3-butanediolor the like canbeused. As the metallic compound (c1), cobalt acetate, or another cobalt compound, for example, can be employed. By reacting an adamantane derivative or another compound having a methine carbon atom with the acylating agent, an acyl group can be introduced to the methine carbon atom with efficiency.

Polymerizable alicyclic esters and process producing the same

The invented polymerizable alicyclic esters are shown by the following formula (1) or (2): wherein each of ring A, ring B, ring C, ring D, and ring E is a non-aromatic carbon ring, R is a polymerizable unsaturated group, and each of Ra1, Rb1, and Rc1is, identical to or different from one another, a hydrogen atom, a hydroxyl group which may be protected by a protective group, or an RCO2group, where R has the same meaning as defined above. Each of the ring A, ring B, ring C, ring D, and ring E is, for example, a cyclopentane ring, a cyclohexane ring, or a bridged ring. R includes, for example, a vinyl group, an isopropenyl group, or an aryl group.

Hydroxylation of polycyclic alkanes with molecular oxygen catalyzed by N-hydroxyphthalimide (NHPI) combined with transition metal salts

Adamantanes were successfully converted into the corresponding mono- and dihydroxy adamantanes with molecular oxygen in the presence of N- hydroxyphthalimide (NHPI) combined with cobalt salts under mild conditions. For example, exposure of adamantane under oxygen atmosphere in the presence of NHPI (10 mol%) and Co(acac)2 (0.5 mol%) in acetic acid at 75 °C for 6 h afforded adamantan-1-ol (43 %) and adamantane-1,3-diol (40 %) along with adamantan-2-one (8 %) in 93 % conversion. Similarly, 1,3-dimethyladamantane produced 3,5-dimethyladamantan-1-ol (47 %) and 5,7-dimethyladamantane-1,3- diol (37 %).