A persistent alpha-fluorocarbanion and its analogues: preparation, characterization, and computational study.
Fluoro power: In agreement with theoretical studies on alpha-fluorocarbanions an X-ray crystal structure shows the alpha-fluorobis(phenylsulfonyl)methide anion adopts a pyramidal configuration (see picture). High-level calculations and NMR spectroscopy studies demonstrate that electron-withdrawing substituents play a crucial role in modulating the properties of bis(phenylsulfonyl)methide anions.
Prakash
G K Surya
GK
Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, University Park, Los Angeles, CA-90089-1661, USA. gprakash@usc.edu
Wang
Fang
F
Shao
Nan
N
Mathew
Thomas
T
Rasul
Golam
G
Haiges
Ralf
R
Stewart
Timothy
T
Olah
George A
GA
D000838:Anions / Q000737:chemistry; D018360:Crystallography, X-Ray; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D013450:Sulfones / Q000737:chemistry*
D000838:Anions; D006845:Hydrocarbons, Fluorinated; D013450:Sulfones; C543679:alpha-fluorobis(phenylsulfonyl)methide