Journal
JOURNAL OF FLUORINE CHEMISTRY
Volume 131, Issue 11, Pages 1133-1143Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2010.06.002
Keywords
Fluorous; Phase transfer catalysts; Crown ethers; Nucleophilic substitution
Categories
Funding
- Royal Society
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series of dibenzo-18-crown-6 lariat ethers containing two C(7)H(15) (11) (CH(2))(2)C(6)F(13) (14) (CH(2))(2)C(8)F(17) (15) NHC(7)H(15) (18) and NHCH(2)C(6)F(13) (19) sidearms were prepared and the single crystal X-ray structure of cis-4 4'-di(1H 1H 2H 2H-perfluorodecyl)-dibenzo-18-crown 6 (15a) is reported The light fluorous dibenzo-18-crown-6 ether (14) has emerged as a stable and robust PTC catalyst which can be recycled efficiently by fluorous solid-phase extraction and gives better PTC catalytic activity compared to the parent non-fluorinated PTC catalyst dibenzo-18-crown-6 and the alkylated derivative (11) in aliphatic and aromatic nucleophilic substitutions (C) 2010 Elsevier B V All rights reserved
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