Synthesis and anion affinity of a bidendate sulfonium fluorosilane Lewis acid. Academic Article uri icon


  • The cationic fluorosilane [1-Ant(2)FSi-2-Me(2)S-(C(6)H(4))](+) (2(+)) readily complexes fluoride ions to afford the corresponding zwitterionic difluorosilicate complex 1-Ant(2)F(2)Si-2-Me(2)S-(C(6)H(4)) (2-F) with a binding constant in CHCl(3) of 7 (+/-1) x 10(6) M(-1). Structural and computational results indicate that the high fluorophilicity of 2(+) arises from both Coulombic and cooperative effects reflected by the formation of a Si-F-->S bridge with a F-->S distance of 2.741(3) A.

published proceedings

  • Org Lett

author list (cited authors)

  • Kim, Y., Kim, M., & Gabbai, F. P.

citation count

  • 38

complete list of authors

  • Kim, Youngmin||Kim, Mieock||Gabbaiï, François P

publication date

  • February 2010