FABRICATION OF CESIUM SALT OF TUNGSTOSILICIC ACID
687
d 8.19 (d, J = 8.29 Hz, 2H), 7.49 (d, J = 8.29 Hz, 2H), 5.74 (m, 1H), 5.03 (m, 2H), 4.80
(dd, J = 5.65, 6.78 Hz, 1H), 3.49–3.61 (m, 2H), 2.45 (m, 2H), 1.31 (t, J = 7.0, 3H). 13C
NMR (CDCl3, 75 MHz) d 152.4, 147.1, 133.9, 126.6, 123.4, 117.9, 73.9, 68.2, 44.9, 17.9.
4-Ethoxy-4-(3-nitrophenyl)-1-butene (4f). IR (neat): νmax: 3077, 2958, 2902, 1641,
1432, 1479, 1437, 1351, 1310, 1252 cm−1. 1H NMR (300 MHz, CDCl3): 8.19 (s, 1H), 8.10
(ddd, J = 1.13, 2.26, 8.1 Hz, 1H), 7.66 (d, J = 7.72 Hz, 1H), 7.49 (t, J = 7.91 Hz, 1H),
5.75 (m, 1H), 5.02 (m, 2H), 4.81 (dd, J = 5.56, 6.88 Hz, 1H), 3.41–3.59 (m, 2H), 2.45 (m,
2H), 1.27 (t, J = 6.9 Hz, 3H). 13C NMR (CDCl3, 75 MHz): 148.2, 147.1, 133.9, 132.0,
129.1, 122.1, 120.9, 117.9, 73.8, 66.7, 44.9, 17.1.
4-Benzyloxy-4-phenyl-1-butene (4i). IR (neat): νmax: 2957, 1641, 1493, 1454, 1252,
1
1089, 840 cm−1; H-NMR (CDCl3, 300 MHz): δ = 7.27–7.41 (m, 10H), 5.73–5.87 (m,
1H), 4.99–5.08 (m, 2H), 4.48 (d, J = 11.9 Hz, 1H), 2.40–2.50 (m, 1H), 4.37 (dd, J = 7.5
Hz, J = 5.9 Hz, 1H), 4.28 (d, J = 11.9 Hz, 1H), 2.59–2.70 (m, 1H). 13C-NMR (CDCl3, 75
MHz): δ = 142.1, 138.7, 128.6, 128.5, 127.9, 127.8, 127.7, 117.0, 81.4, 70.6, 42.9.
4-Benzyloxy-4-(4-chlorophenyl)-1-butene (4j). IR (neat): νmax: 2957, 1641, 1493,
1
1454, 1252, 1089, 840 cm−1; H-NMR (CDCl3, 300 MHz): δ = 7.11–7.25 (m, 9H),
5.60–5.74 (m, 1H), 4.91–4.98 (m, 2H), 4.37 (d, J = 11.8 Hz, 1H), 4.26 (dd, J = 7.2 Hz, J =
6.0 Hz, 1H), 4.18 (d, J = 11.8 Hz, 1H), 2.47–2.57 (m, 1H), 2.34–2.37 (m, 1H). 13C-NMR
(CDCl3, 75 MHz): δ = 140.6, 138.4, 133.5, 128.8, 128.6, 128.4, 127.9, 127.8, 117.4, 80.6,
70.7, 42.7.
4-Methoxy-4-phenyl-1-butene (4k). IR (neat): νmax: 2957, 1641, 1493, 1454, 1252,
1
1089, 840 cm−1; H-NMR (CDCl3, 300 MHz): δ = 7.24–7.36 (m, 5H), 5.71–5.81 (m,
1H), 4.99–5.07 (m, 2H), 4.16 (dd, 3J = 7.5 Hz, 3J = 5.9 Hz, 1H), 3.21 (s, 3H), 2.52–2.60
(m, 1H), 2.36–2.44 (m, 1H). 13C-NMR (CDCl3, 75 MHz): δ = 141.8, 135.0, 128.5, 127.8,
126.9, 117.0, 83.8, 56.8, 42.7.
4-Methoxy-4-(4-nitrophenyl)-1-butene (4l). IR (neat): νmax: 2957, 1641, 1493, 1454,
1
1252, 1089, 840 cm−1; H-NMR (CDCl3, 300 MHz): δ = 8.20–8.23 (m, 2H), 7.44–7.47
(m, 2H), 5.67–5.78 (m, 1H), 5.00–5.06 (m, 2H), 4.29 (dd, J1 = J2 = 6.5 Hz, 1H), 3.26
(s, 3H), 2.51–2.59 (m, 1H), 2.37–2.45 (m, 1H). 13C-NMR (CDCl3, 75 MHz): δ = 149.6,
133.6, 127.6, 123.9, 118.1, 82.9, 57.3, 42.4.
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