1
3
(
m, 2F). C NMR (100 MHz, CDCl
3
) δ 166.8, 149.8, 138.2, 133.7, 130.3, 130.2,
1
2
30.1, 128.3, 128.2, 126.7, 121.4, 64.4, 41.5 (tm, J = 21.0 Hz), 39.8, 27.7, 26.3, 21.2,
-1
0.3. IR (film) vmax: 2953, 1720, 1587, 1488, 1424, 1208, 1143, 1009, 881, 754 cm .
+
HRMS (ESI): calcd. for [C26
H
23
F12IO
6
S + H ] 819.0141, found 819.0152.
7
,7,8,8,9,9,10,10-octafluoro-5-iodo-10-(1,1,2,2-tetrafluoro-2-(phenoxysulfonyl)eth
oxy)decyl 3-nitrobenzoate (4g): Obtained as yellow liquid in yield 47% by silica gel
1
flash column chromatography eluted with EA/PE = 1:30 v/v. H NMR (400 MHz,
CDCl
3
) δ 8.87 (s, 1H), 8.36 – 8.44 (m, 2H), 7.66 (t, J = 8.0 Hz, 1H), 7.46 (t, J = 7.6
Hz, 2H), 7.39 (t, J = 7.2 Hz, 1H), 7.28 (d, J = 8.2 Hz, 2H), 4.44 – 4.30 (m, 3H), 3.02 –
1
9
2
.70 (m, 2H), 1.97 – 1.70 (m, 5H), 1.69 – 1.54 (m, 1H). F NMR (376 MHz, CDCl
3
)
δ -81.5 – -81.6 (m, 2F), -83.0 – -83.2 (m, 2F), -111.4 – -115.2 (AB, J = 263 Hz, 2F),
1
3
-
113.0 (s, 2F), -123.8 (s, 2F), -124.9 – -125.1 (m, 2F). C NMR (100 MHz, CDCl
3
) δ
1
64.6, 149.9, 148.4, 135.4, 132.2, 130.4, 129.8, 128.5, 127.5, 124.7, 121.5, 65.5, 41.5
(
tm, J = 21.0 Hz), 39.7, 27.7, 26.4, 20.3. IR (film) vmax: 2953, 1728, 1618, 1585, 1537,
-1
1
488, 1425, 1352, 1143, 882, 720 cm . HRMS (ESI): calcd. for [C25
H
20
F
12INO S +
8
+
Na ] 871.9655, found 871.9654.
7
,7,8,8,9,9,10,10-octafluoro-5-iodo-10-(1,1,2,2-tetrafluoro-2-(phenoxysulfonyl)eth
oxy)decyl 4-fluorobenzoate (4h): Obtained as yellow liquid in yield 70% by silica
1
gel flash column chromatography eluted with EA/PE = 1:20 v/v. H NMR (400 MHz,
CDCl
3
) δ 8.11 – 8.02 (m, 2H), 7.45 (t, J = 7.7 Hz, 2H), 7.39 (t, J = 7.3 Hz, 1H), 7.28
(
d, J = 8.0 Hz, 2H), 7.11 (t, J = 8.6 Hz, 2H), 4.39 – 4.28 (m, 3H), 3.01 – 2.68 (m, 2H),
1
9
1
.96 – 1.67 (m, 5H), 1.64 – 1.52 (m, 1H). F NMR (376 MHz, CDCl
3
) δ -81.5 –
-
81.6 (m, 2F), -83.0 – -83.2 (m, 2F), -105.8 (m, 1F), -111.4 – -115.2 (AB, J = 263 Hz,
1
3
2
F), -113.0 (s, 2F), -123.9 (s, 2F), -124.9 – -125.1 (m, 2F). C NMR (100 MHz,
) δ 165.8 (d, J = 252 Hz), 165.6, 149.8, 132.1 (d, J = 9.2 Hz), 130.2, 128.3,
26.5 (d, J = 3.0 Hz), 121.4, 115.5 (d, J = 21.9 Hz), 64.6, 41.6 (tm, J = 21.0 Hz), 39.7,
7.7, 26.3, 20.2. IR (film) vmax: 3393, 2973, 1718, 1605, 1508, 1425, 1208, 1146, 881,
CDCl
3
1
2
7
7
-1
+
70 cm . HRMS (ESI): calcd. for [C25
H
20
F13IO
6
S + H ] 822.9890, found 822.9896.
,7,8,8,9,9,10,10-octafluoro-5-iodo-10-(1,1,2,2-tetrafluoro-2-(phenoxysulfonyl)eth
oxy)decyl 4-iodobenzoate (4i): Obtained as yellow liquid in yield 72% by silica gel