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.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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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

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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.

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
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
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

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
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
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
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
Convenient access to trifluoromethanol.
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

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

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

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

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
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