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research article

Allyl-functionalised ionic liquids: Synthesis, characterisation, and reactivity

Zhao, DB  
•
Fei, ZF  
•
Geldbach, TJ
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2005
HELVETICA CHIMICA ACTA

The two known Me- and allyl-substituted 1H-imidazol-3-ium bromides 1 and 2, respectively, were converted to the corresponding BF4- and BPh4- salts 3-6 (Scheme 1). Compounds 3 and 4 were liquids at ambient temperature. Reaction of 1 or 2 with [PdCl2] afforded the corresponding 2:1 imidazolium/metal complexes 7 and 8. The latter complex, melting at 58 degrees, can be regarded as a 'true' ionic liquid. Attempts to polymerise 7 by radical promotion (AIBN) were unsuccessful, but resulted in the centrosymmetric 2:1 complex 9. The allyl group of 1 could be arylated (giving rise to 10) or hydrogenated (at 100 bar H-2 pressure). The solid-state structures of compounds 5-7 and 9 were solved by means of single-crystal X-ray analyses (Figs. 1-4).

  • Details
  • Metrics
Type
research article
DOI
10.1002/hlca.200590046
Author(s)
Zhao, DB  
•
Fei, ZF  
•
Geldbach, TJ
•
Scopelliti, R  
•
Laurenczy, G  
•
Dyson, PJ  
Date Issued

2005

Published in
HELVETICA CHIMICA ACTA
Volume

88

Issue

3

Start page

665

End page

675

Subjects

trap mass-spectrometry

•

imidazolium salts

•

arene hydrogenation

•

catalytic-activity

•

molten-salt

•

chiral pool

•

complexes

•

solvents

•

anions

•

carbonylation

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LCOM  
Available on Infoscience
November 9, 2005
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/219919
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