G. Rajagopal et al. / Tetrahedron 65 (2009) 4735–4741
4741
4.2.2.31. Trimethyl(phenoxy)silane (Table 3, 14d). 1H NMR (CDCl3)
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d
7.30–7.26 (m, 5H), 0.31 (s, 9H). 13C NMR (CDCl3)
d 152.3, 129.38,
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121.4, 120.2, 0.22. HRMS-EIþ: m/z calcd for C9H14OSi: 166.0814,
found 166.0821.
4.2.2.32. 4-Methoxy(phenoxy)trimethylsilane (Table 3, 15d)23
NMR (CDCl3)
7.30 (d, J¼8.6 Hz, 2H), 7.22 (d, J¼10 Hz, 2H), 3.89 (s,
3H), 0.31 (s, 9H). 13C NMR (CDCl3)
154.3, 148.6, 121.5, 55.8, 0.22.
HRMS-EIþ: m/z calcd for C10H16O2Si: 196.0920, found 196.0929.
.
1H
d
d
4.2.2.33. (3-Methoxyphenoxy)trimethylsilane (Table 3, 16d)23
NMR (CDCl3)
7.16 (d, J¼9 Hz, 1H), 6.21–6.16 (m, 3H), 4.12 (s, 3H),
0.20 (s, 9H). 13C NMR (CDCl3)
.
1H
d
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d
158.2, 151.6, 130.7, 114.2, 106.3, 56.8,
0.38. HRMS-EIþ: m/z calcd for C10H16O2Si: 196.0920, found 196.0931.
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NMR (CDCl3)
d
7.03 (d, J¼8.4 Hz, 2H), 6.74 (d, J¼8.4 Hz, 2H), 2.77–
2.91 (m, 1H), 1.20 (d, J¼7 Hz, 6H), 0.26 (s, 9H). 13C NMR (CDCl3)
d
153.0, 141.7, 127.2, 119.7, 33.3, 24.4, 0.29. HRMS-EIþ: m/z calcd for
C12H20OSi: 208.1283, found 208.1289.
4.2.2.35. Trimethyl(naphthalen-2-yloxy)silane (Table 3, 18d)37 1H
.
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7.91–7.84 (m, 4H), 7.55–7.51 (m, 3H), 0.26 (s, 9H). 13
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d
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4.2.2.36. Trimethyl(1,2,3,4-tetrahydronaphthalen-1-yloxy)silane (Ta-
ble 3, 19d). 1H NMR (CDCl3)
d
7.25–7.21 (m, 2H), 7.0–6.87 (m, 2H),
4.48 (t, J¼8 Hz, 1H), 2.94 (t, J¼6 Hz, 2H), 1.24–1.19 (m, 4H), 0.21 (s,
9H). 13C NMR (CDCl3)
137.8,136.4,127.2,125.3, 66.7, 33.7, 28.1,19.5,
0.26. HRMS-EIþ: m/z calcd for C13H20OSi: 220.1283, found 220.1277.
d
19. Curini, M.; Epifano, F.; Marcotullio, M. C.; Rosati, O.; Costantino, U. Synth.
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4.2.2.37. Cyclohexyloxytrimethylsilane (Table 3, 20d)37 1H NMR
.
(CDCl3) 3.55–3.57 (m, 1H), 1.74–1.70 (m, 4H), 1.53–1.49 (m, 1H),
1.23–1.29 (m, 4H), 1.11–1.14 (m, 1H), 0.09 (s, 9H). 13C NMR (CDCl3)
73.8, 35.9, 26.2, 24.6, 0.52. HRMS-EIþ: m/z calcd for C9H20OSi:
d
d
23. Zhang, Z. H.; Li, T. S.; Yang, F.; Fu, C. G. Synth. Commun. 1998, 28, 3105–3114.
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27. Tillu, V. H.; Jadhav, V. H.; Borate, H. B.; Wakharkar, R. D. Arkivoc 2004, 83–87.
28. Mojtahedi, M. M.; Abbasi, H.; Abaee, M. S. J. Mol. Catal. A: Chem. 2006, 250, 6–8.
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172.1283, found 172.1275.
4.2.2.38. 2-Adamantanoltrimethylsilane (Table 3, 21d). 1H NMR
(CDCl3)
d
3.79 (t, J¼6.5 Hz), 2.12 (d, J¼7 Hz, 2H), 1.83–1.57 (m, 12H),
1.40 (d, J¼7 Hz, 2H), 0.10 (s, 9H). 13C NMR (CDCl3)
d. 74.9, 37.7, 36.6,
352, 31.1, 27.6, 27.1, 0.26.
Acknowledgements
32. Yadav, J. S.; Reddy, B. V. S.; Basak, A. K.; Baishya, G.; Venkat Narsaiah, A. Syn-
thesis 2006, 3831–3834.
33. Moghadam, M.; Tangestaninejad, S.; Mirkhani, V.; Baltork, I. M.; Cha-
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37. Shaterian, H. R.; Shahrekipoor, F.; Ghashang, M. J. Mol. Catal. A: Chem. 2007, 272,
142–151 and references therein.
Authors thank the Centre for Biological Modulators of the KRICT
for the financial assistance. Korea Research Council has provided
support through BK21. One of us (G.R.) thanks The Secretary
(Higher Education, Tamil Nadu, India) and Director (Directorate of
Collegiate Education, Tamil Nadu, India) for permitting him to carry
out the postdoctoral research in Korea.
38. Mojtahedi, M. M.; Abasee, M. S.; Eghtedari, M. Appl. Organomet. Chem. 2008, 22,
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