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Citation: YI Wen-Bin, CAI Chun. Synthesis of Acetals Catalyzed by Rare Earth(Ⅲ) Perfluorooctane Sulfonates in Fluorous Solvents[J]. Chinese Journal of Applied Chemistry, ;2006, 23(11): 1295-1297. shu

Synthesis of Acetals Catalyzed by Rare Earth(Ⅲ) Perfluorooctane Sulfonates in Fluorous Solvents

YI Wen-Bin ,
CAI Chun ^,

1.
Chemical Engineering College, Nanjing University of Science & Technology, Nanjing 210094

Corresponding author: CAI Chun,
Received Date: 28 October 2005
Available Online: 2 February 2006
Fund Project: 国防科工委"十五"预研基金资助项目(40406020103) (40406020103)

The catalysts of rare earth(Ⅲ) perfluorooctanesulfonates (RE(OPf)₃,RE=Sc,Y,La~Lu) were prepared and the synthesis of acetals(ketal) via condensation of aromatic aldehydes with diols catalyzed by RE(OPf)₃ in fluorous solvents was investigated.Perfluorohexane(C₆F₁₄),perfluoromethylcyclohexane(C₇F₁₄),perfluorotoluene(C₇F₈),perfluorooctane(C₈F₁₈),perfluorooctyl bromide(C₈F₁₇Br) and per-fluorodecalin (C₁₀F₁₈,cis and trans-mixture) can be used as fluorous solvent for the reaction.The results show that Yb(OPf)₃ and C₁₀F₁₈ were the best catalyst and fluorous solvent respectively.The yield of the condensation of benzaldehyde with ethylene glycol was 83% by using Yb(OPf)₃ as the catalyst and C₁₀F₁₈ as the fluorous solvent.By simple phase-separation,the fluorous phase containing only catalyst could be re-utilized up to five times with a slight decrease in yield from 83% to 81%.
- fluorous biphasic catalysis,
- rare earth(Ⅲ) perfluorooctanesulfonate,
- perfluorocarbon,
- acetal
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