280
280
19 F Chemical Shifts of Monosubstituted Perfluoroalkanes (δ in ppm) [1]
Influence of Halogen Bonding to Pyridine (δ in ppm) [2]
CF 3
CF
CF
F 2 C
CF 2
F 2 C
SO 2 R
F 3 C
CF 3
F 3 C
CF
F 2 C
CF 2
F 2 C
CF 2
F 2 C
SO 2 R
CF 3
F 2
C
C
F 2
F 2
C
C
F 2
F 2
C
C
F 2
F 2
C
C
F 2
X
X
X
in cyclohexane
in pyridine
a
b
c
d
a
b
c
d
–F
-81.1 -121.7 -122.5 -126.1
-80.9 -122.1 -122.8 -126.2
–Br
-65.1 -118.1 -122.6 -123.2
-67.7 -117.9 -122.2 -122.8
–I
-60.0 -114.6 -122.5 -123.3
-71.6 -115.2 -122.0 -122.8
-86.0
-131.0
-127.4
-126.6
-126.4
-126.3
-125.1
-117.8
-75.6
-85.2
-121.1
-189.8
-117.3
-124.2
-124.8
-117.8
-190.7
-85.2
-76.9
-119.5
-125.3
-125.9
-125.0
-117.9
-74.1
-75.0
-74.1
-184.9
-179.8
-113.3
-122.7
-116.2
-110.3
-83.0
-64.1
-105.5
-64.1
-120.0
-117.1
-66.5
-108.6
-121.5
-124.2
-117.6
-81.7
-125.9
-123.0
-121.7
-121.7
-121.7
-122.6
-116.8
-81.8
-127.0
-120.9
-68.7
-81.8
-126.9
-118.0
-64.0
-81.8
-126.8
-113.7
-59.0
CF 3
F 2 C
CF 2
F 2 C
CF 2
F 2 C
CF 2
F 2 C
COOH
CF 3
F 2 C
CF 2
F 2 C
CF 2
F 2 C
CF 2
F 2 C
Cl
CF 3
F 2 C
CF 2
F 2 C
CF 2
F 2 C
CF 2
F 2 C
Br
CF 3
F 2 C
CF 2
F 2 C
CF 2
F 2 C
CF 2
F 2 C
I
a
b
c
d
CF 3
F 2 C
CF 2
F 2 C
CF 2
F 2 C
CF 2
F 2 C
CF 2
F 2 C
I
-80.5
-126.3
-122.8
-121.8
-121.6
-121.6
-121.7
-121.6
-123.6
-115.2
CF 3
F 2 C
CF 2
F 2 C
CF 2
F 2 C
CF 2
F 2 C
SO 2 R
F 3 C
CF 2
CF
CF 2
F 2 C
CF 2
F 2 C
SO 2 R
F 3 C
CF 3
C
CF 2
F 2 C
CF 2
F 2 C
SO 2 R
F 3 C
F 3 C
CF 3
F 2 C
C
F 2 C
CF 2
F 2 C
SO 2 R
CF 3
CF 3
R: NHCH 2 C 6 H 5
Heteronuclear NMR Spectroscopy
6