A. Ogawa et al. / Journal of Organometallic Chemistry 564 (1998) 1–4
3
Scheme 2.
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7
000.
9] Representative procedure for the Pd(0) catalyzed addition to
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under argon atmosphere, phenyl trimethylsilyl selenide (770 mg,
(
3
(
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3
.36 mmol), phenylacetylene (588 mg, 5.75 mmol), and tetrakis(t-
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then sealed under reduced pressure. After the mixture was heated
at 120°C for 15 h, the resulting mixture was filtered through
(
Ito, Angew. Chem. Int. Ed. Engl. 32 (1993) 1473. (m) M.
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Celite. The filtrate was diluted with 50 ml of Et O/MeOH (8/2),
2
(n) T. Kusukawa, Y. Kabe, B. Nestler, W. Ando, Organometal-
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saturated NaCl (aq.). The extract was dried over MgSO , and
4
concentrated under reduced pressure. Purification by preparative
9
5 (1995) 1317. (q) C.A. Recatto, Aldrichimica Acta 28 (1995) 85
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1
leno-2-(trimethylsilyl)styrene (2): oil; H-NMR (270 MHz,
[
[
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CDCl ): l 0.27 (s, 9H), 6.68 (s, 1H), 7.05–7.53 (m, 10H);
3
1
3
C-NMR (68 MHz, CDCl ): l −0.50, 126.27, 127.88, 127.88,
3
+
128.77, 131.41, 131.46, 140.69; MS (EI) m/e 332 (M , 1.4);
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Anal. Calc. for C17
H, 6.01.
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H20SeSi: C, 61.62; H, 6.08. Found: C, 61.89;