83490-15-7Relevant academic research and scientific papers
Acetalization of α,β-unsaturated carbonyl compounds catalyzed by complexes of Pt(II)
Nieddu, Enrico,Cataldo, Maurizio,Pinna, Francesco,Strukul, Giorgio
, p. 6987 - 6990 (2007/10/03)
A class of cationic diphosphine complexes of Pt(II) are sufficiently Lewis acidic to catalyze the acetalization of aldehydes and ketones. α,β-Unsaturated substrates can be easily acetalized with ethylene glycol under mild conditions in high yield and avoiding side reactions leading to formation of undesired by-products arising from the nucleophilic addition to the carbon-carbon double bond conjugated to the carbonyl group. A comparison of the behavior of a Pt complex with respect to PTSA as catalysts under identical conditions shows the superior selectivity of the former in many cases.
Acetals and Ethers. XVIII. Reaction Products of Prop-2-enal and But-2-enal with Mixture: n-Aliphatic Alcohol and Ethylene Glycol
Plasecki, Andrzej
, p. 579 - 586 (2007/10/02)
The direct condensation reaction of prop-2-enal or but-2-enal with mixture of n-aliphatic alcohol and ethylene glycol, in the presence of p-toluenesulphonic acid as catalyst, leads to a complex mixture of saturated, unsaturated, cyclic and linear acetals, moreover, 2-(2-alkoxy-alkyl)-1,3-dioxolanes are the main reaction products.The detailed investigations for n-butanol showed that unsaturated cyclic acetals: 2-vinyl-1,2-dioxolane 1a or 2-(1-propenyl)-1,3-dioxolane 1b, as well as unsaturated linear acetals: 1,1-dibutoxy-prop-2-en 2a or 1,1-dibutoxy-but-2-en 2b are intermediate reaction products.Additionally, it was found in final products presence of eight by-products: 5-butoxy-4a or 5-butoxy-7-methyl-1,4-dioxepane 4b, 1,1,3-tributoxypropane 5a or 1,1,3-tributoxybutane 5b, 2--6a or 2--1,3-dioxolane 6b, 5-(2-hydroxyethoxy)-7-methyl-1,4-dioxepane 7b, 1,3-dibutoxy-1-(2-hydroxyethoxy)-propane 8a or 1,3-dibutoxy-1-(2-hydroxyethoxy)-butane 8b, 1,1-dibutoxy-3-(2-hydroxyethoxy)-propane 9a or 1,1-dibutoxy-3-(2-hydroxyethoxy)-butane 9b, 3-butoxy-1,1-bis-(2-hydroxyethoxy)-propane 10a or 3-butoxy-1,1-bis-(2-hydroxyethoxy)-butane 10b, and 1-butoxy-1,3-bis-(2-hydroxyethoxy)-propane 11a or 1-butoxy-1,3-bis-(2-hydroxyethoxy)-butane 11b, respectively.
Acetals and Ethers. XII. Reaction Products of Prop-2-enal with 1,2- and 1,3-Diols
Piasecki, Andrzej,Burczyk, Bogdan
, p. 543 - 554 (2007/10/02)
2-(Hydroxyalkoxyethyl)-substituted cyclic acetals (1; 2; 3a - 3d; 4a - 4d), derivatives of 1,3-dioxolane or 1,3-dioxane have been obtained in a p-toluenesulphonic acid-catalysed reaction of prop-2-enal with an excess of ethylene, propylene-1,2, trimethylene, or butylene-1,3 glycol.Respective 2-vinyl-1,3-dioxolanes or 2-vinyl-1,3-dioxanes were the intermediate products.The products of the reaction involving propylene-1,2 and butylene-1,3 glycols were mixtures of cis- and trans-2,4-disubstituted-1,3-dioxolanes and cis- and trans-2,4-disubstituted-1,3-dioxanes.The structure of HOROCH2CH2- substituents at C-2 atom of 1,3-dioxacyclane ring has been proved through 2,4-dinitrophenylhydrazone derivatives of the corresponding aldehydes HOROCH2CH2CHO that, however, could not be isolated as individual compounds.
