138914-12-2Relevant articles and documents
Anion complexation by bidentate Lewis acidic hosts, ortho-bis(fluorosilyl) benzenes
Tamao, Kohei,Hayashi, Takashi,Ito, Yoshihiko
, p. 85 - 91 (1996)
Ortho-bis(fluorosilyl)benzenes, precursors for bis-siliconates, o-C6H4(SiPhF2)2 (1), o-C6H4(SiF3)(SiPh2F) (2) and o-C6H4(SiPhF2)(SiPh2F) (3), possess anion binding properties as bidentate Lewis acidic hosts in organic solvents. Compound 1 quantitatively binds a fluoride ion from KF suspended in acetone or tetrahydrofuran without support of 18-crown-6 to form the corresponding soluble bis-siliconate [o-C6H4(SiPhF2)2F]K (4). The binding constants of a series of fluorosilanes for a fluoride ion are measured by 1H and 19F NMR spectroscopies. The affinity of fluorosilanes towards a fluoride ion increases in the order PhMeSiF2 (7) 2SiF2 (9) 1.1 × 109 M-1 at 193 K. These bidentate Lewis acids 1-3 are among the strongest organic hosts for a fluoride ion in organic solvents ever reported.