About: Synthesis and Fluxional Behavior of New %22Haevy Fluorous%22 Cyclopentadienes.     Goto   Sponge   NotDistinct   Permalink

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  • The new heavy fluorous cyclopentadienes C5H6-n[M(C2H4C6F13)3]n (M = Si, n = 1 (3); n = 2 (4) and M = Sn, n = 1 (10)) were synthesized by reaction of cyclopentadienyl lithium with BrSi(C2H4C6F13)3 (2) or BrSn(C2H4C6F13)3. Fluorous cyclopentadienes prepared in this manner contain three or six C6F13 groups, which significantly increase their solubility in perfluorinated solvents. They also provide intermediates for titanium complexes suitable for fluorous biphase catalysis. All three isomers of silylcyclopentadienes 3 and 4 were identified and fully characterized by two dimensional NMR spectroscopy, which was performed at low temperature. The allylic isomers 3a and 4a undergo degenerate metallotropic rearrangement. This fluxional behaviour was compared with the behaviour of previously prepared cyclopentadienes 6 and 7 (C5H6-n[SiMe2(C2H4C8F17)]n where n = 1, 2, respectively).
  • The new heavy fluorous cyclopentadienes C5H6-n[M(C2H4C6F13)3]n (M = Si, n = 1 (3); n = 2 (4) and M = Sn, n = 1 (10)) were synthesized by reaction of cyclopentadienyl lithium with BrSi(C2H4C6F13)3 (2) or BrSn(C2H4C6F13)3. Fluorous cyclopentadienes prepared in this manner contain three or six C6F13 groups, which significantly increase their solubility in perfluorinated solvents. They also provide intermediates for titanium complexes suitable for fluorous biphase catalysis. All three isomers of silylcyclopentadienes 3 and 4 were identified and fully characterized by two dimensional NMR spectroscopy, which was performed at low temperature. The allylic isomers 3a and 4a undergo degenerate metallotropic rearrangement. This fluxional behaviour was compared with the behaviour of previously prepared cyclopentadienes 6 and 7 (C5H6-n[SiMe2(C2H4C8F17)]n where n = 1, 2, respectively). (en)
Title
  • Synthesis and Fluxional Behavior of New %22Haevy Fluorous%22 Cyclopentadienes.
  • Synthesis and Fluxional Behavior of New %22Haevy Fluorous%22 Cyclopentadienes. (en)
skos:prefLabel
  • Synthesis and Fluxional Behavior of New %22Haevy Fluorous%22 Cyclopentadienes.
  • Synthesis and Fluxional Behavior of New %22Haevy Fluorous%22 Cyclopentadienes. (en)
skos:notation
  • RIV/67985858:_____/10:00341109!RIV10-MSM-67985858
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(IAA400720706), P(LC06070), Z(AV0Z40720504)
http://linked.open...iv/cisloPeriodika
  • 4
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 291480
http://linked.open...ai/riv/idVysledku
  • RIV/67985858:_____/10:00341109
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • heavy fluorous; cyclopentadiene; polyfluoroalkylsilane (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • CH - Švýcarská konfederace
http://linked.open...ontrolniKodProRIV
  • [042C43C30E2E]
http://linked.open...i/riv/nazevZdroje
  • Journal of Organometallic Chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 695
http://linked.open...iv/tvurceVysledku
  • Cuřínová, Petra
  • Sýkora, Jan
  • Čermák, Jan
  • Červenková Šťastná, Lucie
http://linked.open...ain/vavai/riv/wos
  • 000274285200009
http://linked.open...n/vavai/riv/zamer
issn
  • 0022-328X
number of pages
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