Copper nanoparticles doped in wrinkled fbrous nanosilica as an efcient catalyst for the…
1‑Benzyl‑4‑phenyl‑1H‑1,2,3‑triazole (4a) M.p.: 110–112 °C
Acknowledgements We gratefully acknowledge the support of this
1‑(3,4‑Dichlorobenzyl)‑4‑phenyl‑1H‑1,2,3‑triazole (4b) M.p.:
137–139 °C (Ref. [42] 137–141 °C).
work by Urmia University.
1‑(4‑Bromobenzyl)‑4‑phenyl‑1H‑1,2,3‑triazole (4c) M.p.:
135–137 °C (Ref. [42] 136–139 °C).
References
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1‑Phenyl‑2‑(4‑phenyl‑1,2,3‑triazol‑1‑yl)ethanone (4d) M.p.:
143–146 °C (Ref. [42] 144–146 °C).
1‑(4‑Chlorobenzyl)‑4‑(4‑nitrophenoxymethyl)‑1H‑1,2,3
‑triazole (4e, C16H13ClN4O3) 1H NMR (400 MHz, CDCl3):
δ=8.34 (s, 1H), 8.20 (d, J=9.2 Hz, 4H), 7.25 (d, J=9.2 Hz,
4H), 7.45 (d, J=8.4 Hz, 4H), 7.35 (d, J=8.4 Hz, 4H), 5.63
(s, 2H), 5.31 (s, 2H) ppm; 13C NMR (100 MHz, CDCl3):
δ=163.7, 142.5, 141.5, 135.3, 133.3, 130.4, 129.2, 126.3,
125.5, 115.7, 62.3, 52.5 ppm.
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2‑[4‑(4‑Nitrophenoxymethyl)‑1,2,3‑triazol‑1‑yl]‑1‑phenyle‑
1
thanone (4f, C17H14N4O4) H NMR (400 MHz, DMSO-d6):
δ=5.39 (s, 2H), 6.23 (s, 2H), 7.60–8.09 (m, 5H), 7.30 (d,
J=9.2 Hz, 4H), 8.24 (d, 4H, J=9.2 Hz), 8.26 (s, 1H) ppm;
13C NMR (100 MHz, DMSO-d6): δ=192.5, 163.8, 142.1,
141.5, 134.7, 134.5, 129.4, 128.6, 127.1, 126.3, 115.8, 62.3,
56.4 ppm.
14. Szabolcs K, Zih-Perényi K, Ádám R, Zoltán N (2012) Synthesis
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18. Rodionov VO, Presolski SI, Gardinier S, Lim YH, Finn MG
(2007) J Am Chem Soc 129:12696
4‑Phenyl‑1‑(m‑tolyl)‑1H‑1,2,3‑triazole (4g, C15H13N3) 1H
NMR (400 MHz, CDCl3): δ = 2.49 (s, 3H), 7.30 (s, 1H),
7.37–7.41 (m, 3H), 7.58–7.60 (m, 1H), 7.65 (s, 1H), 7.92–
7.95 (m, 2H), 8.20 (s, 1H) ppm; 13C NMR (100 MHz,
CDCl3): δ = 21.45, 117.62, 117.65, 121.23, 125.86,
128.39, 128.92, 129.54, 129.56, 130.32, 137.03, 140.04,
148.31 ppm.
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4‑Butyl‑1‑(6‑methoxynaphthalen‑2‑yl)‑1H‑1,2,3‑triazole
(4h, C17H19N3O) 1H NMR (400 MHz, CDCl3): δ = 0.99
(t, J = 7.6 Hz, 3H), 1.47 (sex, J= 7.6 Hz, 2H), 1.77 (quin,
J=7.6 Hz, 2H), 2.85 (t, J=7.6 Hz, 2H), 3.97 (s, 3H), 7.21
(d, J=2.4 Hz, 1H), 7.25 (dd, J=2.4, 9.0 Hz, 1H), 7.81–7.85
(m, 2H), 7.87–7.90 (m, 2H), 8.08 (d, J=1.6 Hz, 1H) ppm;
13C NMR (100 MHz, CDCl3): δ=13.87, 22.36, 25.42, 31.56,
55.42, 105.80, 118.29, 118.96, 119.59, 120.35, 128.46,
128.57, 129.65, 134.11, 134.96, 149.16, 158.38 ppm.
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1‑(Naphthalen‑2‑ylmethyl)‑4‑phenyl‑1H‑1,2,3‑triazole (4i,
C19H15N3) 1H NMR (400 MHz, CDCl3): δ = 6.02 (2H, s),
7.25–7.26 (2H, m), 7.33–7.34 (2H, m), 7.47–7.53 (4H, m),
7.72–7.74 (2H, m), 7.90 (2H, d, J= 5.2 Hz), 8.00 (1H, d,
J = 5.2 Hz) ppm; 13C NMR (100 MHz, CDCl3): δ = 52.8,
119.8, 123.3, 125.7, 126.0, 126.8, 127.8, 128.3, 128.5,
129.1, 129.3, 130.2, 130.5, 130.9, 131.6, 134.3 ppm.
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Chem 18:5890
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Maiti D (2016) ChemPlusChem 81:1142
34. Abbasvash L, Shadjou N (2020) J Mol Recognit 33:e2850
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