45173-37-3Relevant academic research and scientific papers
Copper(I) halide complexes with ethylenediaminium L0(H +)2, N,N,N',N'-tetraallylethylenediaminium L 4(H+)2, and N,N,N,N',N'- pentaallylethylenediaminium l5(H+).
Monchak,Pavlyuk,Kinzhibalo,Glukhyi,Mys'kiv
, p. 198 - 203 (2010)
Alkylation of ethylenediamine with allyl bromide in the presence of NaHCO3 in benzene-ethanol and acetone-ethanol gave N,N,N',N'-tetraallylethylenediamine L4 and N,N,N,N',N'- pentaallylethylenediaminium bromide (L5(H+)Br 2), respectively. The ac electrochemical synthesis at copper wire electrodes in solutions of copper(II) halide and an appropriate ligand yielded single crystals of Cu(I) complexes with ethylenediaminium ([L0(H +)2]0.5CuCl2 (I) and [L 0(H+)2]0.5CuBr1.67Cl 0.33 (II)) and its N-allyl derivatives N,N,N',N'- tetraallylethylenediaminium ([{L4(H+)2} 0.5Cu2Cl3] (III)) and N,N,N,N',N'- pentaallylethylenediaminium ([L5(H+)Cu4Br 6] (IV)). The crystal structures of complexes I-IV were determined by X-ray diffraction. The isostructural crystals of complexes I and II are triclinic, space group P1, Z = 2. For I: a = 5.936(3), b = 6.387(3), c = 7.126(4) A, α = 67.82(4)°, β = 72.98(4)°, γ = 67.55(4)°, V = 227.7(2) A3. For II a = 6.110(3), b = 6.657(3), c = 7.309(3) A, α = 68.40(3)°, β = 72.38(3)°, γ = 67.23(3)°, V = 250.4(2) A3. In structures I and II, the organic cations are between infinite anionic chains (CuX -2)n. The crystals of π-complex III are triclinic, space group P1, a = 6.851(4), b = 8.729(4), c = 9.960(4) A, α = 98.25(3)°, β = 102.29(3)°, γ = 107.30(3)°, V = 541.8(5) A3, Z = 2. In structure III, all the four allyl groups are π-coordinated by the metal atoms of four discrete anions Cu4Cl2-6. The crystals of π-complex IV are monoclinic, space group C2/c, a = 15.228(5), b = 17.095(6), c = 20.182(6) A, β = 92.43(4)°, V = 5249(3) A3, Z = 8. Only two of five allyl groups at the same N atom are coordinated by copper(I) atoms. Structure IV contains a complex inorganic fragment of the formula (Cu 4Br2-6)n.
Highly selective N-Alkylation of amines promoted on silica: An efficient and recyclable surface
Basu, Basudeb,Paul, Susmita,Nanda, Ashis K.
experimental part, p. 1115 - 1120 (2010/05/02)
N-Alkylation of amines suffers from competing over alkylations. At the same time, use of strong base and other harsh conditions greatly limits providing a practical, generalized and selective procedure. Activated silica gel has been found to promote N-alkylations of amines. Here, we studied N-alkylation of amines with various types of alkyl halides, which finally constitute practical, highly selective and eco-friendly conditions for mono- or bis-alkylated amines at ambient temperature with recyclability of silica.
ALKYLATION OF ACYCLIC AND CYCLIC DIAMINES AND POLYAMINES
Zagudullin, R. N.,Baimetov, Z. M.
, p. 889 - 894 (2007/10/02)
Alkylation of diamines and polyamines by allyl and methallyl chlorides or by chloropropenes has been used to obtain polyalkylpolyamines that had not been described previously.The alkylation of the polyamines by allyl and methallyl chlorides proceeds more energetically in comparison with the alkylation by ethyl chloride or chloropropenes.The alkylation of either cyclic and acyclic polyamines begins with the primary amino group.With increasing length of the chain and the alkyl radical at the nitrogen of the alkylated polyamines, their capability for reacting with the evolved hydrogen chloride drops off, and this leads to a decrease in yield of the desired products owing to the loss of activity of the original or partly alkylated polyamines.
