618099-68-6Relevant academic research and scientific papers
Convenient and convergent syntheses of long-chain α,ω-dibromides and diphosphines of the formula X(CH2)nX (n = 18-32)
Mohr, Wolfgang,Horn, Clemens R.,Stahl, Juergen,Gladysz
, p. 1279 - 1285 (2007/10/03)
The known tetrahydropyranyl ethers Br(CH2)yOTHP (y = 6, 9, 11), which are easily prepared from commercial bromoalcohols, are sequentially treated with Mg, Li2CuCl4, and X(CH2)2X (z/X = 6/Br, 7/Br, 8/Br, 10/Br, 10/I) to give the diethers THPO(CH2)nOTHP in 68-40% yields (n = 2 y + z = 18, 19, 20, 22, 24, 28, 32). Subsequent reactions with Ph3P and 2,4,4,6-tetrabromocyclohexa-2,5-dienone give the title compounds Br(CH2)nBr in 91-75% yields. Reactions with commercial K+PPh2 give the diphosphines Ph2P(CH2)nPPh2 in 95-74% yields.
