10.1021/j100812a519
The study investigates the stability constants of olefin-silver ion complexes in ethylene glycol solutions using gas chromatography. Olefins coordinate with silver ions to form complexes, and the stability of these complexes is influenced by factors such as the position and size of substituents on the olefins. For instance, a methyl substituent at the double bond reduces complex stability due to steric effects, while electronic factors play a role in the higher complex formation tendency of certain 3-alkylcyclopentenes compared to 4-alkyl isomers. The study also finds that cyclopentenes have a higher affinity for silver ions than corresponding cyclohexenes. The stability constants for various olefins, including 1-methylcyclohexene, 3-methylcyclohexene, 4-methylcyclohexene, methylenecyclohexane, and others, are determined and compared, providing insights into the effects of molecular structure on complex stability.
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.
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