TY - JOUR
T1 - Organothallium Compounds. XVIII The Effect of Antimony Pentafluoride and Fluorosulfuric Acid on the Thallation of Polyfluoroarenes
AU - Deacon, Glen B.
AU - Smith, Richard N M
PY - 1982
Y1 - 1982
N2 - The polyfluoroarenes m-H2C6F4, m-02NC6F4H, m- and p-BrC6F4H, Cp-HC6F4)2, C6F5H, 1, 3, 5- F3C6H3 and m-FS02C6F4H have been thallated by thallic trifluoroacetate in fluorosulfuric acid in the presence of antimony pentafluoride. Substantial dithallation of m-H2C6F4 and 1, 3, 5-F3C6H3 and slight trithallation of the latter have been achieved. The products were identified by conversion into the corresponding polyfluoroiodoarenes on reaction with aqueous sodium iodide. From the reaction with pentafluorobenzene, pentafluorophenylthallium(III) species have been characterized. l, 2, 4, 5-Tetrafluoro-3-methoxybenzene was thallated by thallic trifluoroacetate in 1, 2-dichloroethane in the presence of boron trifluoride etherate, but C6F5H and p-MeC6F4H failed to react.
AB - The polyfluoroarenes m-H2C6F4, m-02NC6F4H, m- and p-BrC6F4H, Cp-HC6F4)2, C6F5H, 1, 3, 5- F3C6H3 and m-FS02C6F4H have been thallated by thallic trifluoroacetate in fluorosulfuric acid in the presence of antimony pentafluoride. Substantial dithallation of m-H2C6F4 and 1, 3, 5-F3C6H3 and slight trithallation of the latter have been achieved. The products were identified by conversion into the corresponding polyfluoroiodoarenes on reaction with aqueous sodium iodide. From the reaction with pentafluorobenzene, pentafluorophenylthallium(III) species have been characterized. l, 2, 4, 5-Tetrafluoro-3-methoxybenzene was thallated by thallic trifluoroacetate in 1, 2-dichloroethane in the presence of boron trifluoride etherate, but C6F5H and p-MeC6F4H failed to react.
UR - http://www.scopus.com/inward/record.url?scp=0001230588&partnerID=8YFLogxK
U2 - 10.1071/CH9821587
DO - 10.1071/CH9821587
M3 - Article
AN - SCOPUS:0001230588
VL - 35
SP - 1587
EP - 1597
JO - Australian Journal of Chemistry
JF - Australian Journal of Chemistry
SN - 0004-9425
IS - 8
ER -