Chemical Papers
IR (KBr) ν: 3028, 2962, 1744, 1370, 1237, 1017, 829,
758, and 698 cm−1.
(m, 5H), 6.03 (dd, J=7.6, 6.2 Hz, 1H), 3.42 (dd, J=12.9,
8.0 Hz, 1H), 3.28 (dd, J = 12.9, 5.8 Hz, 1H), and 1.33 (s,
9H).
MS (ESI): m/z (%) 413 (M+23, 3.5), 369 (100).
13C NMR (125 MHz, CDCl3) δ (ppm): 160.0, 151.7,
135.6, 133.2, 129.5, 129.1, 127.4, 126.4, 125.5, 74.9, 34.6,
33.1, and 31.3.
2‑(Benzylselanyl)‑1‑(4‑chlorophenyl)ethyl acetate
(4i)
IR (KBr) ν: 3057, 2962, 2868, 1726, 1478, 1163, 830,
Colorless viscous oil (lit. of Shi et al. 2015a, b).
5.77 (t, J=7.0 Hz, 1H), 3.72 (d, J=4.4 Hz, 2H), 2.91 (dd,
J=13.0, 7.6 Hz, 1H), 2.75 (dd, J=13.0, 6.3 Hz, 1H), and
2.10 (s, 3H).
737, and 691 cm−1.
MS (ESI): m/z (%) 362 (M+, 4.2), 478 (100).
1‑(4‑Chlorophenyl)‑2‑(phenylselanyl)ethyl formate
(4m)
13C NMR (125 MHz, CDCl3) δ (ppm): 169.8, 138.7,
138.2, 134.2, 129.0, 128.7, 128.6, 128.1, 126.9, 74.7, 28.7,
27.9, and 21.1.
Colorless viscous oil (lit. of Zhang et al. 2017).
1H NMR (500 MHz, CDCl3) δ (ppm): 8.07 (s, 1H),
7.51–7.45 (m, 2H), 7.35–7.23 (m, 7H), 5.98 (t, J=6.9 Hz,
1H), 3.38 (dd, J=12.9, 7.6 Hz, 1H), and 3.23 (dd, J=12.9,
6.3 Hz, 1H).
IR (KBr) ν: 3061, 3028, 1739, 1371, 1236, 1015, 825,
759, and 698 cm−1.
MS (ESI): m/z (%) 369 (M+1, 13.0), 289 (100).
13C NMR (125 MHz, CDCl3) δ (ppm): 159.8, 137.1,
134.5, 133.3, 129.2, 129.1, 128.8, 128.1, 127.54, 74.3, and
32.9.
2‑(Benzylselanyl)cyclohexyl acetate (4j)
Colorless viscous oil (lit. of Zhang et al. 2017).
4.88 (dd, J=8.8, 4.8 Hz, 1H), 3.89 (dd, J=19.5, 11.5 Hz,
2H), 2.90–2.84 (m, 1H), 2.17–2.10 (m, 2H), 2.09 (s, 3H),
1.75–1.54 (m, 3H), and 1.40–1.25 (m, 3H).
IR (KBr) ν: 3057, 2930, 1724, 1493, 1154, 1092, 1015,
825, 737, and 691 cm−1.
MS (ESI): m/z (%) 358 (M+18, 8.0), 301 (100).
1‑(4‑Bromophenyl)‑2‑(phenylselanyl)ethyl formate
(4n)
13C NMR (125 MHz, CDCl3) δ (ppm): 170.2, 139.2,
128.9, 128.4, 126.6, 75.7, 42.3, 32.0, 31.2, 27.1, 25.5, 23.3,
and 21.3.
Colorless viscous oil.
IR (KBr) ν: 3061, 3027, 2935, 1736, 1601, 1494, 1451,
1H NMR (500 MHz, CDCl3) δ (ppm): 8.06 (s, 1H),
7.50–7.44 (m, 4H), 7.29–7.24 (m, 3H), 7.21 (d, J=7.5 Hz,
2H), 5.96 (t, J=6.9 Hz, 1H), 3.37 (dd, J=12.9, 7.6 Hz, 1H),
and 3.22 (dd, J=12.9, 6.3 Hz, 1H).
1373, 1238, 1035, 759, and 697 cm−1.
MS (ESI): m/z (%) 330 (M+18, 17.0), 229 (100).
1‑Phenyl‑2‑(phenylselanyl)ethyl formate (4k)
13C NMR (125 MHz, CDCl3) δ (ppm): 159.7, 137.6,
133.4, 131.7, 129.2, 129.1, 128.5, 127.6, 122.7, 74.4, and
32.8.
Colorless viscous oil (lit. of Zhang et al. 2017).
1H NMR (500 MHz, CDCl3) δ (ppm): 8.09 (s, 1H),
7.53–7.49 (m, 2H), 7.38–7.25 (m, 8H), 6.03 (ddd, J =8.0,
5.9, 0.8 Hz, 1H), 3.41 (dd, J=12.9, 8.0 Hz, 1H), and 3.27
(ddd, J=13.0, 5.9, 0.4 Hz, 1H).
IR (KBr) ν: 3057, 2926, 1726, 1478, 1163, 1072, 1011,
822, 738, and 691 cm−1.
MS (ESI): m/z (%) 384 (M+, 41.0), 338 (100).
HRMS (ESI): m/z [M+] calcd for C15H13BrO2Se:
383.9264; found: 383.9255.
13C NMR (125 MHz, CDCl3) δ (ppm): 159.9, 138.7,
133.3, 129.4, 129.2, 128.7, 128.6, 127.4, 126.7, 75.0, and
33.1.
2‑(Phenylselanyl)cyclohexyl formate (4o)
IR (KBr) ν: 3060, 2928, 1723, 1579, 1478, 1438, 1154,
737, and 698 cm−1.
Colorless viscous oil.
MS (ESI): m/z (%) 329 (M+23, 16.8), 274 (100).
1H NMR (500 MHz, CDCl3) δ (ppm): 8.05 (d, J=0.6 Hz,
1H), 7.62–7.56 (m, 2H), 7.32–7.25 (m, 3H), 4.95 (td,
J=9.3, 4.1 Hz, 1H), 3.25–3.16 (m, 1H), 2.20–2.07 (m, 2H),
1.75–1.64 (m, 2H), 1.56–1.44 (m, 2H), and 1.40–1.31 (m,
2H).
1‑(4‑tert‑Butylphenyl)‑2‑(phenylselanyl)ethyl
formate (4l)
Colorless viscous oil (lit. of Zhang et al. 2017).
13C NMR (125 MHz, CDCl3) δ (ppm): 160.3, 135.4,
128.9, 127.8, 74.9, 45.64, 32.2, 31.5, 30.6, 25.5, and 23.4.
IR (KBr) ν: 3056, 2936, 1725, 1176, 741, and 693 cm−1.
1H NMR (500 MHz, CDCl3) δ (ppm): 8.09 (s, 1H),
7.52–7.48 (m, 2H), 7.38 (d, J = 8.4 Hz, 2H), 7.31–7.23
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