C. Sz ´ı jj a´ rt o´ et al. / Journal of Fluorine Chemistry 129 (2008) 386–389
389
3
4
.2.5. Preparation of
,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-eicosafluoro-1-
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.3. Preparation of fluorous propenes using a
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2
3
[
[
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[
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2
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2
tube and kept in the hood at room temperature for 7 days. Next,
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(
50 mL) to destroy all yellow phosphorous has been formed as a
(
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distillation head and condenser, and heated to 160 8C with an
oil-bath. The higher fluorous propenes 2b–e co-distilling with
pyridine were spontaneously phase separated on cooling, while
the less fluorous 2a was separated as a lower layer only after
water was added to the colourless distillate (py-2a). The
separated pyridine layers were returned two or three times to
the boiling flask to ensure complete transfer of fluorous
propenes to the receiver flask with the advantage of using less
amount of pyridine. At the endpoint the pot temperature has
reached 115 8C, the normal boiling point of pure pyridine. Then
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workup’. They were washed with 2M aq-HCl (3Â 5 mL), water
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[
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8
(
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5
[
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(
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2
4
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8.8%; 2b: 11.2 g (78%) colourless oil, GC assay: 98.5%; 2c:
7.7 g (86%) colourless oil, GC assay: 99.8%; or 2e: 9.41 g
1
2
9
4
1
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[
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(
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(
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[
[
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Acknowledgments
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33] For definition of atom economy see B.M. Trost, Angew. Chem. Int. Ed.
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We thank the Hungarian Scientific Research Foundation
[
[
[
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(
OTKA K-62191, T-34871) and the European Contract of
Research Training Network (‘Fluorous Phase’ HPRN-CT-
000-00002) for support.
2
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