Syntheses and lipophilicities of tetraarylborate ions substituted with many trifluoromethyl groups

Article abstract of DOI:10.1016/S0022-1139(00)82842-0

Syntheses were investigated using various tetraarylborate ions with a large number of trifluoromethyl groups: tetrakis<3,5-bis(trifluoromethyl)phenyl>borate; tetrakis<3,5-bis(1-methoxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl)phenyl>borate; tetrakis<3-(1-methoxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl)-5-(trifluoromethyl)phenyl>borate; and tetrakis<3-(2,2,2-trifluoro-1-(2,2,2-trifluoroethoxy)-1-(trifluoromethyl)ethyl)-5-trifluoromethyl)phenyl>borate ions.The preparation of Grignard reagents and the subsequent reaction with boron trifluoride etherate are importantsteps for a higher yield and easier isolation of the product.Sodium- and tetramethylammonium salts of these borate ions are soluble in halocarbon solvents such as dichloromethane, chloroform and 1,2-dibromotetrafluoroethane.