Angewandte Fluororganische Chemie: Synthese ... - Fluorine

n-Coordination of Sodium Cations to
Fluorinated Benzenes
-22.2
1.387
Heats of Interaction in kcal . mol -1 (HF/6-31G*)
F
2.112
1.311
1.354
-26.6
1.351
2.290
2.270
-29.8
vs. n-Coordination of Sodium Cations
with Anisole
Heats of Interaction in kcal . mol -1 (HF/6-31G*)
-29.8
-28.5
1.359
F
F
F
2.260
F
F
OMe
Materials Used for Active Matrix LCD
Positive
R F
Negative
Dielectrically “neutral”
R
F
F
OCHF 2
R OCF 3 R F
R CH 3
F F
R R
R O
F F
R
R
F
F
R
CH 3
R R
R
F
R
O F
O
R R
F
F
F
F
O
F
F
F
Complexes for Benzene and Fluorinated Benzenes
with Sodium Cations
P. KIRSCH: Angewandte fluororganische Chemie: Synthese, Pharmazeutika, Flüssigkristalle 40
1.393
Na-C: 2.819
-27.0 -21.9
-17.3
Heats of Interaction in kcal . mol-1 ; interatomic distances in Å
Na-C: 2.908, 2.886,
2.831, 2.803
Na-C: 2.988, 2.900, 2.811 Na-C: 3.080, 3.014,
2.882, 2.816
1.312
C-C (Benzene): 1.386
F
F
-35.3
-26.3
-18.5
1.309
-12.9
C-F (PhF): 1.331
Chelation Effects with Sodium Cations
Heats of Interaction in kcal . mol -1 (HF/6-31G*)
R
F
R
R
F
R
O
O
F
F O
F
R
O SF 5
O
F
R
O OCF 3
R
R
F
O
O
F
O
O
R
R
R
F
R
F
1.317
1.308
F F F F F
F
F F F F F F
F
F
OCHF 2
F F
S
F F
O F
F F
F
F
R
F
F