High pressure nucleophilic fluoride-ion substitution reactions: formation of fluoroalkylbenzenes
JM Gerdes, RN Keil, AT Shulgin, CA Mathis
Index: Gerdes, John M.; Keil, Robert N.; Shulgin, Alexander T.; Mathis, Chester A. Journal of Fluorine Chemistry, 1996 , vol. 78, # 2 p. 121 - 129
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Citation Number: 8
Abstract
A series of 1-phenyl-2-tosyloxy-and 1-phenyl-3-tosyloxyalkanes was synthesized and then subjected to tetrabutylammonium fluoride in THF under 15 kbar (1.5 GPa), 8 kbar or 1 bar pressures. The resultant substitution and elimination reaction product distributions were analyzed. The application of pressure enhanced the progress of the fluoride-ion substitution reactions. The degree of selectivity of the one reaction over the other was found to be a ...
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