21964-51-2Relevant articles and documents
The "two-fold reaction" benchmark applied to the copper catalyzed assembling of 1ω-difunctional hydrocarbon chains
Schlosser, Manfred,Bossert, Henri
, p. 6287 - 6292 (1991)
Long-chain hydrocarbons carrying vinyl groups, chlorine atoms or oxygen functions at the terminal positions can be prepared with excellent yields by copper mediated coupling of alkyl tosylates and Grignard reagents. No "breeding stage" is necessary if the cuprous complex dilithium trichlorocuprate rather than a cupric salt is employed as the catalyst.
Syntheses and palladium, platinum, and borane adducts of symmetrical trialkylphosphines with three terminal vinyl groups, P((CH2) mCH=CH2)3
Nawara-Hultzsch, Agnieszka J.,Skopek, Katrin,Shima, Takanori,Barbasiewicz, Micha,Hess, Gisela D.,Skaper, Dirk,Gladysz, John A.
, p. 414 - 424 (2010/10/01)
Reactions of Br(CH2)mCH=CH2 with Mg powder and then PCl3 (0.33 equiv.) afford P((CH2)m-CH=CH 2)3 (1; m = a, 4; b, 5; c, 6; d, 7; e, 8; f, 9; 52-87 %). Reactions of 1a-c, e with PdX2(COD) (X = Cl, Br) give trans-PdX 2(P((CH2)mCH=CH2)3) 2 (35-92 %). Reactions of 1b-e with PtCl2 in benzene give mainly trans-PtCl2(P((CH2)mCH=CH 2)3)2 (trans-5b-e; 52-75 %), whereas those with K2PtCl4 in water give mainly cis-5b-e (33-70 %). The reaction of equimolar quantities of 1c and H3B.S(CH3) 2 gives the 1 : 1 adduct H3B·P((CH 2)6CH=CH2)3 (85 %). In none of these transformations are by-products derived from the C=C linkages observed.
