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The kinetic acidity of oligofluorobenzenes correlated with their gas phase deprotonation energies.
Journal article

The kinetic acidity of oligofluorobenzenes correlated with their gas phase deprotonation energies.

  • Schlosser M Institute for Chemical Sciences and Engineering, Ecole Polytechnique Fédérale (EPFL, BCh), 1015 Lausanne, Switzerland. manfred.schlosser@epfl.ch
  • Marzi E
  • 2005-03-31
Published in:
  • Chemistry (Weinheim an der Bergstrasse, Germany). - 2005
General Chemistry
English The relative reactivities of fluorobenzene, all di-, tri-, and tetrafluorobenzenes and pentafluorobenzene toward sec-butyllithium have been assessed in tetrahydrofuran at -100 degrees C. At this temperature no subsequent transmetalation reactions take place but those compromise the outcome of the competition experiments if the latter are conducted at -75 degrees C. The rates determined at -100 degrees C reflect the basicity differences between the naked (oligo)fluorophenyl anions to the extent of 10 %.
Language
  • English
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closed
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https://sonar.ch/global/documents/278985
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