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Blakemore, P.R.1
Cole, W.J.2
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Morley, A.4
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18
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34548765488
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tert-Butyl-dimethyl, 4E,6E, 8E,12E)-pentadeca-4,6,8,12,14-pentaenyl]oxy, silane (8) A 9:1 mixture of inseparable E- and Z-isomers; Rf, 0.63 (PE-Et2O, 9:1, IR (neat, 3012, 2927, 2855, 1651, 1603, 1253, 1100 cm-1. 1H NMR (400 MHz, C 6D6, δ, 6.29 (dtd, J, 17.0, 10.2, 0.7 Hz, 1 H, 6.18-5.97 (m, 5 H, 5.62 (m, 1 H, 5.54 (dt, J, 14.5, 6.7 Hz, 2 H, 5.06 (d, J, 17.0 Hz, 1 H, 4.93 (d, J, 10.1 Hz, 1 H, 3.51 (t, J, 6.2 Hz, 2 H, 2.14 (td, J, 7.4, 7.1 Hz, 2 H, 2.05-1.99 (m, 4 H, 1.56 (tt, J, 7.6, 6.3 Hz, 2 H, 1.00-0.96 (m, 9 H, 0.06-0.03 (m, 6 H, 13C NMR (100 MHz, C6D6, δ, 137.6 (d, 134.4 (d, 134.0 (d, 133.2 (d, 132.0 (d, 131.7 (d, 131.6 (d, 131.5 (d, 131.4 (d, 115.2 (t, 62.5 (t, 32.5 (t, 32.8 t, 32.7
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+: 355.2428; found: 355.2429.
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-
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19
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34548786143
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tert-Butyl-dimethyl, 4E,6E, 8E)-tetradeca-4,6,8,12-tetraenyl]oxy}-silane (10) Rf, 0.53 (PE-Et2O, 98:2, IR (neat, 3013, 2928, 2856, 1641, 1101, 993 cm-1. 1H NMR (400 MHz, CDCl 3, δ, 6.12-6.01 (m, 4 H, 5.81 (ddt, J, 17.1, 10.3, 6.4 Hz, 1 H, 5.72-5.61 (m, 2 H, 5.02 (ddd,J, 17.1, 3.4, 1.5 Hz, 1 H, 4.97 (m, 1 H, 3.61 (t, J, 6.4 Hz, 2 H, 2.21-2.11 (m, 6 H, 1.64-1.54 (m, 2 H, 0.91-0.87 (m, 9 H, 0.06-0.02 (m, 6 H, 13C NMR (100 MHz, CDCl3, δ, 138.2 (d, 134.0(d, 133.4 (d, 1314 (d, 131.1 (d, 130.9 (d, 130.8 (d, 114.8 (t, 62.5 (t, 33.5 (t, 32.4 (t, 32.2 (t, 29.1 (t, 26.0 (q, 18.4 (s, 5.3 (q, MS (EI, m/z, 306 (6, M, 249 (74, 175 (10, 133 (87, 131 (46, 91 (100, 81 (11, 75 (96, 55 14, ESI-HRMS: m/z calcd for C19H34OSi, Na
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+: 329.2271; found: 329.2271.
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