The perfluorinated alcohols c-C6F11OH, c-C6F10-1,1-(OH)(2) and c-C6F10-1-(CF3)OH
Schaab J, Schwab M, Kratzert D, Schwabedissen J, Stammler H-G, Mitzel NW, Krossing I (2018)
CHEMICAL COMMUNICATIONS 54(67): 9294-9297.
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Autor*in
Schaab, Jonas;
Schwab, Miriam;
Kratzert, Daniel;
Schwabedissen, JanUniBi;
Stammler, Hans-GeorgUniBi;
Mitzel, Norbert W.UniBi;
Krossing, Ingo
Abstract / Bemerkung
The thermally unstable alpha-fluoroalcohol undecafluorocyclohexanol (c-C6F11OH) was prepared by addition of hydrogen fluoride to the corresponding ketone. c-C6F10(CF3) OH was obtained by protonation of its alkoxide [NMe4](+)[C7F13O](-). Decafluorocyclohexane-1,1-diol (c-C6F10(OH)(2)) was prepared by acidic workup of the corresponding alkoxide [NMe4](+)[C6F11O](-) with sulfuric acid, which yielded (c-C6F10(OH)(2)) and fluorosulfonic acid. The structures of c-C6F10(CF3)OH center dot 2H(2)O and of (c-C6F10(OH)(2)) were elucidated by single-crystal X-ray and gas-phase electron-diffraction studies.
Erscheinungsjahr
2018
Zeitschriftentitel
CHEMICAL COMMUNICATIONS
Band
54
Ausgabe
67
Seite(n)
9294-9297
ISSN
1359-7345
eISSN
1364-548X
Page URI
https://pub.uni-bielefeld.de/record/2931523
Zitieren
Schaab J, Schwab M, Kratzert D, et al. The perfluorinated alcohols c-C6F11OH, c-C6F10-1,1-(OH)(2) and c-C6F10-1-(CF3)OH. CHEMICAL COMMUNICATIONS. 2018;54(67):9294-9297.
Schaab, J., Schwab, M., Kratzert, D., Schwabedissen, J., Stammler, H. - G., Mitzel, N. W., & Krossing, I. (2018). The perfluorinated alcohols c-C6F11OH, c-C6F10-1,1-(OH)(2) and c-C6F10-1-(CF3)OH. CHEMICAL COMMUNICATIONS, 54(67), 9294-9297. doi:10.1039/c8cc05148h
Schaab, Jonas, Schwab, Miriam, Kratzert, Daniel, Schwabedissen, Jan, Stammler, Hans-Georg, Mitzel, Norbert W., and Krossing, Ingo. 2018. “The perfluorinated alcohols c-C6F11OH, c-C6F10-1,1-(OH)(2) and c-C6F10-1-(CF3)OH”. CHEMICAL COMMUNICATIONS 54 (67): 9294-9297.
Schaab, J., Schwab, M., Kratzert, D., Schwabedissen, J., Stammler, H. - G., Mitzel, N. W., and Krossing, I. (2018). The perfluorinated alcohols c-C6F11OH, c-C6F10-1,1-(OH)(2) and c-C6F10-1-(CF3)OH. CHEMICAL COMMUNICATIONS 54, 9294-9297.
Schaab, J., et al., 2018. The perfluorinated alcohols c-C6F11OH, c-C6F10-1,1-(OH)(2) and c-C6F10-1-(CF3)OH. CHEMICAL COMMUNICATIONS, 54(67), p 9294-9297.
J. Schaab, et al., “The perfluorinated alcohols c-C6F11OH, c-C6F10-1,1-(OH)(2) and c-C6F10-1-(CF3)OH”, CHEMICAL COMMUNICATIONS, vol. 54, 2018, pp. 9294-9297.
Schaab, J., Schwab, M., Kratzert, D., Schwabedissen, J., Stammler, H.-G., Mitzel, N.W., Krossing, I.: The perfluorinated alcohols c-C6F11OH, c-C6F10-1,1-(OH)(2) and c-C6F10-1-(CF3)OH. CHEMICAL COMMUNICATIONS. 54, 9294-9297 (2018).
Schaab, Jonas, Schwab, Miriam, Kratzert, Daniel, Schwabedissen, Jan, Stammler, Hans-Georg, Mitzel, Norbert W., and Krossing, Ingo. “The perfluorinated alcohols c-C6F11OH, c-C6F10-1,1-(OH)(2) and c-C6F10-1-(CF3)OH”. CHEMICAL COMMUNICATIONS 54.67 (2018): 9294-9297.
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40 References
Daten bereitgestellt von Europe PubMed Central.
Bentley, Adv. Phys. Org. Chem. 14(), 1977
Middleton, J. Am. Chem. Soc. 86(), 1964
Barbarich, Organometallics 15(), 1996
Rockwell, Inorg. Chim. Acta 263(), 1997
Preiss, Z. Anorg. Allg. Chem. 639(), 2013
Noncoordinating anions--fact or fiction? A survey of likely candidates.
Krossing I, Raabe I., Angew. Chem. Int. Ed. Engl. 43(16), 2004
PMID: 15083452
Krossing I, Raabe I., Angew. Chem. Int. Ed. Engl. 43(16), 2004
PMID: 15083452
Reactive p-block cations stabilized by weakly coordinating anions.
Engesser TA, Lichtenthaler MR, Schleep M, Krossing I., Chem Soc Rev 45(4), 2015
PMID: 26612538
Engesser TA, Lichtenthaler MR, Schleep M, Krossing I., Chem Soc Rev 45(4), 2015
PMID: 26612538
Taming the Cationic Beast: Novel Developments in the Synthesis and Application of Weakly Coordinating Anions.
Riddlestone IM, Kraft A, Schaefer J, Krossing I., Angew. Chem. Int. Ed. Engl. 57(43), 2018
PMID: 29266644
Riddlestone IM, Kraft A, Schaefer J, Krossing I., Angew. Chem. Int. Ed. Engl. 57(43), 2018
PMID: 29266644
Strauss, Chem. Rev. 93(), 1993
The perfluorinated alcohols (F5C6)(F3C)2COH and (F5C6)(F10C5)COH: synthesis, theoretical and acidity studies, spectroscopy and structures in the solid state and the gas phase.
Trapp N, Scherer H, Hayes SA, Berger RJ, Kutt A, Mitzel NW, Saame J, Krossing I., Phys Chem Chem Phys 13(13), 2011
PMID: 21350779
Trapp N, Scherer H, Hayes SA, Berger RJ, Kutt A, Mitzel NW, Saame J, Krossing I., Phys Chem Chem Phys 13(13), 2011
PMID: 21350779
Synthesis, characterization, and application of two Al(OR(F))3 Lewis superacids.
Kraft A, Trapp N, Himmel D, Bohrer H, Schluter P, Scherer H, Krossing I., Chemistry 18(30), 2012
PMID: 22736574
Kraft A, Trapp N, Himmel D, Bohrer H, Schluter P, Scherer H, Krossing I., Chemistry 18(30), 2012
PMID: 22736574
In-between complex and cluster: a 14-vertex cage in [Ag2Se12]2+.
Kochner T, Trapp N, Engesser TA, Lehner AJ, Rohr C, Riedel S, Knapp C, Scherer H, Krossing I., Angew. Chem. Int. Ed. Engl. 50(47), 2011
PMID: 21957035
Kochner T, Trapp N, Engesser TA, Lehner AJ, Rohr C, Riedel S, Knapp C, Scherer H, Krossing I., Angew. Chem. Int. Ed. Engl. 50(47), 2011
PMID: 21957035
Strategies for the Construction of Supramolecular Dimers versus Homoleptic 1D Coordination Polymers Starting from the Diphosphorus [Cp2Mo2(CO)4(η2-P2)] Complex and Silver(I) Salts.
Elsayed Moussa M, Fleischmann M, Peresypkina EV, Dutsch L, Seidl M, Balazs G, Scheer M., Eur J Inorg Chem 2017(25), 2017
PMID: 28943780
Elsayed Moussa M, Fleischmann M, Peresypkina EV, Dutsch L, Seidl M, Balazs G, Scheer M., Eur J Inorg Chem 2017(25), 2017
PMID: 28943780
Convenient access to trifluoromethanol.
Christe KO, Hegge J, Hoge B, Haiges R., Angew. Chem. Int. Ed. Engl. 46(32), 2007
PMID: 17623289
Christe KO, Hegge J, Hoge B, Haiges R., Angew. Chem. Int. Ed. Engl. 46(32), 2007
PMID: 17623289
Andreades, J. Am. Chem. Soc. 83(), 1961
Perfluoroalcohols: The Preparation and Crystal Structures of Heptafluorocyclobutanol and Hexafluorocyclobutane-1,1-diol.
Baxter AF, Schaab J, Christe KO, Haiges R., Angew. Chem. Int. Ed. Engl. 57(27), 2018
PMID: 29719108
Baxter AF, Schaab J, Christe KO, Haiges R., Angew. Chem. Int. Ed. Engl. 57(27), 2018
PMID: 29719108
Schaab, 0
Energetics and mechanism of the decomposition of trifluoromethanol.
Nguyen MT, Matus MH, Vu TN, Haiges R, Christe KO, Dixon DA., J Phys Chem A 112(6), 2008
PMID: 18205340
Nguyen MT, Matus MH, Vu TN, Haiges R, Christe KO, Dixon DA., J Phys Chem A 112(6), 2008
PMID: 18205340
Seppelt, Angew. Chem. 89(), 1977
Seppelt, Angew. Chem., Int. Ed. Engl. 16(), 1977
Kloeter, J. Am. Chem. Soc. 101(), 1979
Anello, J. Org. Chem. 33(), 1968
Kotun, J. Org. Chem. 57(), 1992
Weigend, Chem. Phys. Lett. 294(), 1998
Ahlrichs, Chem. Phys. Lett. 162(), 1989
Treutler, J. Chem. Phys. 102(), 1995
Guidry, J. Am. Chem. Soc. 95(), 1973
Unveiling the "booster effect" of fluorinated alcohol solvents: aggregation-induced conformational changes and cooperatively enhanced H-bonding.
Berkessel A, Adrio JA, Huttenhain D, Neudorfl JM., J. Am. Chem. Soc. 128(26), 2006
PMID: 16802806
Berkessel A, Adrio JA, Huttenhain D, Neudorfl JM., J. Am. Chem. Soc. 128(26), 2006
PMID: 16802806
Purcell, J. Mol. Spectrosc. 32(), 1969
Middleton, J. Am. Chem. Soc. 86(), 1964
Schrems, J. Phys. Chem. 88(), 1984
Berger, Z. Naturforsch. 64b(), 2009
Reuter, Z. Naturforsch. 71b(), 2016
Vishnevskiy, J. Mol. Struct. 833(), 2007
Vishnevskiy, J. Mol. Struct. 871(), 2007
Structure and bonding nature of the strained Lewis acid 3-methyl-1-boraadamantane: a case study employing a new data-analysis procedure in gas electron diffraction.
Vishnevskiy YV, Abaev MA, Rykov AN, Gurskii ME, Belyakov PA, Erdyakov SY, Bubnov YN, Mitzel NW., Chemistry 18(34), 2012
PMID: 22791415
Vishnevskiy YV, Abaev MA, Rykov AN, Gurskii ME, Belyakov PA, Erdyakov SY, Bubnov YN, Mitzel NW., Chemistry 18(34), 2012
PMID: 22791415
Bastiansen, Acta Chem. Scand. 3(), 1949
Hjortaas, Acta Chem. Scand. 22(), 1968
Low symmetry in molecules with heavy peripheral atoms. The gas-phase structure of perfluoro(methylcyclohexane), C6F11CF3.
Kafka GR, Masters SL, Wann DA, Robertson HE, Rankin DW., J Phys Chem A 114(41), 2010
PMID: 20873860
Kafka GR, Masters SL, Wann DA, Robertson HE, Rankin DW., J Phys Chem A 114(41), 2010
PMID: 20873860
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