Synonyms:pyridinium dichromate
98% *data from raw suppliers
Pyridinium Dichromate *data from reagent suppliers
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There total 1 articles about Pyridinium dichromate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
Reference yield: 87.0%
Reference yield: 88.0%
Reference yield:
The research focuses on the development of a more efficient and convenient method for allylic and benzylic oxidations using a reagent system comprised of tert-butyl hydroperoxide and pyridinium dichromate. The purpose of this study was to address the drawbacks of traditional chromium(VI)-based oxidation methods, such as the use of large excess reagents, large volumes of solvents, and long reaction times. The researchers found that the combination of these two reagents in a 1:1 molar ratio effectively facilitated the oxidation process under mild conditions, yielding high conversion rates and product yields. The chemicals used in the process included tert-butyl hydroperoxide, pyridinium dichromate, and various substrates such as cholesteryl acetate, dicyclopentadiene, citronellol acetate, 1-phenylcyclohexene, α-pinene, A3-carene, cycloheptene, limonene, fluorene, diphenylmethane, and tetralin, among others. The conclusions of the research highlighted the utility and simplicity of the tert-butyl hydroperoxide-pyridinium dichromate method, suggesting its potential for wide application in organic synthesis.
The research investigates the conformational behavior of multiarmed organic compounds, specifically focusing on decakis(bromomethyl)biphenyl (3) and an attempted synthesis of decakis(bromomethyl)benzophenone (4). The purpose is to understand how mutual steric interactions between different multiarmed moieties influence the preferred conformation of these molecules, which can have implications for their potential applications in liquid crystal properties, organometallic compound synthesis, and complexing capabilities. Tetrabutylammonium Bromide (TBAB) is used as a phase-transfer catalyst in the bromination reactions. Pyridinium Dichromate (PDC) is employed as an oxidizing agent to convert decamethylbenzhydrol (7) to decamethylbenzophenone (6). The study found that the preferred conformation of 3 is not the alternate "up-down" arrangement observed in simpler systems but a disrupted form due to steric interactions between the bromomethyl groups, aiming to avoid bromine-bromine contacts. Molecular mechanics calculations supported this finding, indicating that conformations with some syn interactions are favored. The rotational barrier for the CH2Br groups was estimated to be 12.5 kcal/mol from dynamic NMR data. The research concludes that the spatial proximity of multiarmed moieties can lead to conformational shifts, highlighting the importance of steric interactions in determining molecular structure.
The study, titled "Asymmetric Total Synthesis of (+)-crassalactone D," details the enantioselective synthesis of the natural antitumor agent (+)-crassalactone D. The process involves several key steps and chemicals. First, trans-olefin 97 was prepared from bromide 10 and 2-furyllithium, followed by Sharpless asymmetric dihydroxylation to afford diol 11 with high enantiomeric excess (99% ee). Oxidative spirocyclization of furan 11 using m-CPBA gave a mixture of lactols 12 and 13, which were then selectively oxidized with pyridinium dichromate to generate 7-epi-crassalactone D (14) and 5-epi-7-epi-crassalactone D (15). Finally, 14 underwent a Mitsunobu reaction with trifluoroacetic acid and sodium benzoate to afford the target compound (+)-crassalactone D (4). The equilibrium between the lactone and its acetate derivative was also explored and the structures of the synthesized compounds were confirmed by NMR and single crystal X-ray analysis.
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