Synthesis and anion affinity of a bidendate sulfonium fluorosilane Lewis acid.
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.
Kim
Youngmin
Y
Department of Chemistry, Texas A&M University, College Station, Texas 77843, USA.
Kim
Mieock
M
Gabbaï
François P
FP
D000143:Acids / Q000138:chemical synthesis / Q000737:chemistry; D000838:Anions; D002384:Catalysis; D018360:Crystallography, X-Ray; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D012821:Silanes / Q000138:chemical synthesis* / Q000737:chemistry
D000143:Acids; D000838:Anions; D006845:Hydrocarbons, Fluorinated; D012821:Silanes