Synthese langkettiger, endständig bifunktioneller Alkan‐ und Alkin‐Derivate

General Synthesis and Aggregation Behaviour of a Series of Single‐Chain 1,ω‐Bis(phosphocholines)

“…Another method for the preparation of long-chain boladiols, first published by Schill et al [12] and some years ago by another group, [13] uses 2:1 copper-catalysed Grignard biscoupling starting from the Grignard reagents of the tetrahydropyranyl ethers of w-bromo alcohols and corresponding 1,w-dibromides. The authors did not describe the occurrence of side products in their reactions.…”

“…Long-chain diols can be synthesised by the procedures of Schill et al [12] and Mohr et al [13] We prepared these compounds as hydrophobic precursors for the synthesis of bolaphosphocholines by two new strategies. The 2:1 bis-coupling of the Grignard reagent of commercially available 11-bromoundec-1-ene or 8-bromooct-1-ene with different 1,w-dibromides results in a high yield of the diene containing a small amount of higher condensation products.…”

Synthesis of two Unique Compounds, a Ceramide and a Cerebroside, Occurring in Human Stratum Corneum

“…The second building block, C 17 -aldehyde 15 (Scheme 3) was prepared in the following manner: Treatment of 1,12dodecanediol with hydrobromic acid gave the monobromo compound 11 in 86% yield [20]. Coupling of the Grignard reagent with the chloromagnesium salt of 11 in the presence of dilithium tetrachlorocuprate (Li 2 CuCl 4 ) [21] yielded 14 in 95% yield. Protection of the hydroxy group of 12 as its tetrahydropyranyl (THP) ether 13 was followed by treatment of 13 with magnesium to give a Grignard reagent.…”

Macromolecular Crystal Engineering Based on Segmented Polymers: Influence of Heteroatoms on the Thermal Properties and Crystallization of m,n‐Polyurethanes Derived from Long‐Chain, Heteroatom‐Containing, Monodisperse α,ω‐Diols

“…12,18-Dithia-15-oxanonacosanediol (2) HO-(CH 2 ) 11 -S-(CH 2 ) 2 -O-(CH 2 ) 2 -S-(CH 2 ) 11 -OH, and 12,21-dithia-15,18-dioxado- 11 -OH, were both synthesized by a radical telomerization of 10-undecene-1-ol with the corresponding a,o-dithiol and will be referred to as the 1,29(2SþO)-diol and 1,32(2Sþ2O)-diol, respectively. Reagents used during the synthesis of these diols were commercially available and used without further purification.…”

“…than 22 consecutive methylene groups), several steps are typically required, with overall yields that are rather low. [9][10][11][12][13][14][15][16] Longchain, purely aliphatic diols can often be extracted and isolated from natural products. [17][18][19][20][21][22][23] Unfortunately, the purity of these diols is often low, and removal of the contaminants, typically other a,o-diols or a,o-diacids, is extremely difficult.…”