Refernces
10.1021/jo01323a029
The study investigates the acylation-cycloalkylation reaction of phenylacetyl chloride with cyclohexene, focusing on the formation of cyclic ketones. The aluminum chloride complex of phenylacetyl chloride reacts with cyclohexene to produce cis-hexahydro-9-phenanthrone (3) along with other products like chloro and unsaturated ketones. The reaction's stereoselectivity and the stability of the products under various conditions are explored. The study also examines the reaction with 1-methylcyclohexene, yielding cis- and trans-methylhydrophenanthrones (30 and 31). The stereochemistry of the ketones is established through conversions to known compounds. The stability of cis-hydrophenanthrone (3) is notable, as it resists isomerization under Friedel-Crafts reaction conditions but readily converts to the trans isomer (2) in the presence of acid, base, or heat. The study provides insights into the reaction mechanism and the factors influencing the selectivity and stability of the products.
10.1021/om50003a039
The study investigates the hydroboration of alkenes by BHBr2.SMe2, focusing on the reaction mechanism and the catalytic effect of BBr3. Key chemicals involved include BHBr2.SMe2, which acts as the reagent for hydroborating alkenes such as 1-hexene and cyclohexene. The study reveals that the hydroboration proceeds via a dissociation mechanism where BHBr2.SMe2 dissociates into BHBr2 and Me2S, with the free BHBr2 reacting with the alkene to form RBBr2, which then re-complexes with Me2S. The addition of small quantities of BBr3 significantly catalyzes the reaction by trapping the free Me2S, thereby enhancing the rate of hydroboration. This mechanism explains the faster hydroboration rates observed with BHBr2.SMe2 compared to BHC12.SMe2. The study also highlights the practical application of this catalysis in organic synthesis, particularly for less reactive alkenes like cyclohexene.
10.1039/c3ra42749h
The research focuses on the development and characterization of heterogeneous catalysts composed of Mn-montmorillonite coordinated with novel Schiff-base ligands for the epoxidation of cyclohexene using molecular oxygen under Mukaiyama conditions. The catalysts were synthesized and characterized using various analytical techniques including IR, UV-vis DRS, XRD, SEM, and ICP. The study optimized reaction conditions to achieve high conversion rates and selectivity for the production of epoxycyclohexane, with the best results showing 100% conversion and 90.0% selectivity at 40°C in 5 hours using molecular oxygen as the oxidant in acetonitrile. The catalysts demonstrated stability over at least three cycles, indicating their potential as environmentally friendly and economical options for industrial epoxidation processes. The reactants involved in the catalytic epoxidation reaction included cyclohexene, isobutylaldehyde, and the Mn-montmorillonite composite catalysts. The analysis of the reaction involved the use of GC-MS and GC equipped with specific columns to determine the conversion and selectivity of the epoxide product.
10.1246/bcsj.56.3527
The research investigates the reaction of various olefins with malonic acid in the presence of manganese(III) acetate (MA) to synthesize substituted 2,7-dioxaspiro[4.4]nonane-1,6-diones and other related compounds. The purpose is to develop a convenient one-step synthesis method for these compounds, which have potential applications in organic chemistry. Key chemicals used include olefins such as 1,1-diphenylethene, 1,1-bis(4-methoxyphenyl)ethene, methylenecyclohexane, 2-phenylpropene, styrene, 1-octene, and cyclohexene, along with malonic acid and manganese(III) acetate. The reactions were carried out in acetic acid, and the products were characterized using techniques like IR spectroscopy, H-NMR spectroscopy, and HPLC. The study concludes that this method provides a straightforward and efficient route to synthesize the target compounds, with yields ranging from 3% to 84% depending on the specific olefin used. The configurations of the products were determined based on H-NMR spectral analyses, and the results showed that the reaction outcomes varied significantly depending on the substituents on the olefins.
10.1016/S0040-4020(01)92701-2
The study investigates the addition reactions of tellurium derivatives with various unsaturated compounds. It focuses on the reactions of tellurium tetrachloride and aryltellurium trichlorides with simple olefins and α,β-unsaturated acids. Cyclohexene reacts with these tellurium derivatives to form addition products such as 2-chlorocyclohexyltellurium trichloride and aryl-2-chlorocyclohexyltellurium dichloride. However, other olefins like styrene, di-isobutylene, and 1,4-diphenylbutadiene-1,3 do not react with aryltellurium trichlorides and cause reduction of tellurium tetrachloride to elementary tellurium. In the case of unsaturated acids, lactonization occurs due to the neighboring carboxyl group's participation, leading to the formation of aryl-dichlorotelluro-β-valerolactones. The study also explores the reduction of these dichlorides to tellurides and their subsequent transformations, providing insights into the mechanisms and conditions affecting these reactions.
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F:Flammable;
