Synthesis of perfluoro[2.2]paracyclophane.
A synthesis of perfluoro[2.2]paracyclophane has been sought ever since the partially fluorinated octafluoro[2.2]paracyclophane (AF4) was prepared and its chemistry studied. This compound has now been prepared in 39% yield from the precursor, 1,4-bis(chlorodifluoromethyl)-2,3,5,6-tetrafluorobenzene by its reaction with Zn when heated in acetonitrile at 100 degrees C. Two preparations of the precursor, first from 1,4-dicyano-2,3,5,6-tetrachlorobenzene and an improved method beginning from 1,2,4,5-tetrachlorobenzene, are also described as are key comparisons to our related synthesis of AF4.
Dolbier
William R
WR
Department of Chemistry, University of Florida, P.O. Box 117200, Gainesville, Florida 32611-7200, USA. wrd@chem.ufl.edu
Xie
Puhui
P
Zhang
Lianhao
L
Xu
Wei
W
Chang
Ying
Y
Abboud
Khalil A
KA