Transformation of 1,2-diols over perfluorinated resinsulfonic acids (Nafion-H)

✍ Scribed by Imre Bucsi; Árpád Molnár; Mihály Bartók; George A. Olah

• Book ID: 104203228
• Publisher: Elsevier Science
• Year: 1994
• Tongue: French
• Weight: 538 KB
• Volume: 50
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(01)85301-1

✦ Synopsis

Abarest -The transformations of 1.2-dials over pxfluorinated rcsinsalfonic acids (Nafion-HI were studied, and cOnelationswert--the smctura Of the imwtigatcd diols, the pckble dehydration mates and the catalyk pmputks of Nation-H. Compariso~~~ were also made between the catalyk properties of Nation-H and NaHX x&itc. Because of its stmngcr acidity, N&on-H fanUions at temperatures considerably lower than those for the usual dehyQatinlr cata@s&, e.g. the zeolitcs. As is well cstablishcd for other solid eleUrophilic cata&% the dehydration of 1,2diols mainly proceeds via the pinacol rearranguncnt. Thelowtempcraturcsandtilestronger acidityofNatSxkHstronglytkvourthepinacolwnaqcnW versus 1,2-elimiMtion. The reactioa conditions are also w for tbc formation of sabstitukd 1,3dioxolanes in a secondary condemation step betwear the umeaued diol and the pbarily fonwd carbonyl compounds. N&on-H gradually deactivatea daring long use, but itcanbepartiaUyrca&vaWbywashingtithawtone.