1,6-BIS(CHLORODIMETHYLSILYL)HEXANE synthesis

Yield:14799-66-7 70%

Reaction Conditions:

with dihydrogen hexachloroplatinate in tetrahydrofuran at 20; for 2 h;Inert atmosphere;Reflux;

Steps:

Synthesis of 1,6-bis(chlorodimethylsilyl)hexane

Chlorodimethylsilane (7.0 mL, 63.0 mmol) and a few droplets of Speier’s catalyst (0.1% in THF) wereadded to 1,5-hexadiene (3.0 mL, 25.3 mmol) at ambient temperature. After the light brown mixturewas refluxed for 1 h and stirred at ambient temperature overnight, all volatile compounds wereremoved in vacuo. The brownish residue was condensed (20 °C, 310-3 mbar) and 1,6-bis(chlorodimethylsilyl)hexane was obtained as a colorless liquid. Yield: 4.84 g (70%). 1H NMR (500 MHz, C6D6):δ = 1.27-1.38 (m, 4H, Si-CH2-CH2), 1.16-1.26 (m, 4H, Si-CH2-CH2-CH2), 0.61-0.69 (m, 4H, Si-CH2),0.24 (s, 12H, CH3) ppm. 13C{1H} NMR (125 MHz, C6D6): δ = 32.9 (Si-CH2-CH2-CH2), 23.3 (Si-CH2-CH2) ,19.2 (Si-CH2), 1.6 (CH3) ppm. 29Si{1H} NMR (99 MHz, C6D6): δ = 31.1 ppm. MS (EI, 70 eV): m/z[assignment] = 255.0 [M - CH3]+, 93.0 [(CH3)2SiCl]+.

References:

Niermeier, Philipp;Lamm, Jan-Hendrik;Linnemannst?ns, Marvin;Neumann, Beate;Stammler, Hans-Georg;Mitzel, Norbert W. [Synthesis,2018,vol. 50,# 15,art. no. SS-2018-T0167-OP,p. 3041 - 3047] Location in patent:supporting information