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Synthesis and Fluxional Behavior of New "Haevy Fluorous" Cyclopentadienes.
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SYSNO ASEP 0341109 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Synthesis and Fluxional Behavior of New "Haevy Fluorous" Cyclopentadienes. Author(s) Červenková Šťastná, Lucie (UCHP-M) RID, ORCID, SAI
Čermák, Jan (UCHP-M) RID, ORCID, SAI
Cuřínová, Petra (UCHP-M) RID, SAI, ORCID
Sýkora, Jan (UCHP-M) RID, ORCID, SAISource Title Journal of Organometallic Chemistry. - : Elsevier - ISSN 0022-328X
Roč. 695, č. 4 (2010), s. 537-545Number of pages 9 s. Language eng - English Country CH - Switzerland Keywords heavy fluorous ; cyclopentadiene ; polyfluoroalkylsilane Subject RIV CC - Organic Chemistry R&D Projects IAA400720706 GA AV ČR - Academy of Sciences of the Czech Republic (AV ČR) LC06070 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) CEZ AV0Z40720504 - UCHP-M (2005-2011) UT WOS 000274285200009 DOI 10.1016/j.jorganchem.2009.11.021 Annotation 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). Workplace Institute of Chemical Process Fundamentals Contact Eva Jirsová, jirsova@icpf.cas.cz, Tel.: 220 390 227 Year of Publishing 2010
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