TY - JOUR
T1 - Difunctionalization of primary aromatic amines with ethylene; synthesis of μ-arylnitrilobis(ethane-2,1-diyl)dimercury(II) complexes. Crystal structure of 2,4,6-Me3C6H2N-(CH2CH2HgCl)2
AU - Deacon, G. B.
AU - Gatehouse, B. M.
AU - Guddat, L. W.
AU - Ney, S. C.
PY - 1989/10/3
Y1 - 1989/10/3
N2 - Reaction of primary aromatic amines, mercuric acetate, and ethylene in tetrahydrofuran under pressure (ca. 40 atm) yields the organomercurials ArN(CH2CH2-HgOAc)2 (Ar = Ph, 2-ClC6H4, 3-ClC6H4, or 4-ClC6H4) or, after treatment of the crude products with sodium halide, ArN(CH2CH2HgX)2 (Ar = 4-MeC6H4, 4-MeOC6H4, or 2,4,6-Me3C6H2, X = Cl; Ar = 2,4-Cl2C6H3, 2,6-Cl2C6H3, or 2,4,6-Br3C6H2, X = Br). The X-ray diffraction study of 2,4,6-Me3C6H2N(CH2CH2HgCl)2 shows the molecules to have near linear C-Hg-Cl stereochemistry, and to be arranged in centrosymmetric dimers with weak Hg ··· Cl intermolecular bonding.
AB - Reaction of primary aromatic amines, mercuric acetate, and ethylene in tetrahydrofuran under pressure (ca. 40 atm) yields the organomercurials ArN(CH2CH2-HgOAc)2 (Ar = Ph, 2-ClC6H4, 3-ClC6H4, or 4-ClC6H4) or, after treatment of the crude products with sodium halide, ArN(CH2CH2HgX)2 (Ar = 4-MeC6H4, 4-MeOC6H4, or 2,4,6-Me3C6H2, X = Cl; Ar = 2,4-Cl2C6H3, 2,6-Cl2C6H3, or 2,4,6-Br3C6H2, X = Br). The X-ray diffraction study of 2,4,6-Me3C6H2N(CH2CH2HgCl)2 shows the molecules to have near linear C-Hg-Cl stereochemistry, and to be arranged in centrosymmetric dimers with weak Hg ··· Cl intermolecular bonding.
UR - https://www.scopus.com/pages/publications/0346738110
U2 - 10.1016/0022-328X(89)85095-8
DO - 10.1016/0022-328X(89)85095-8
M3 - Article
AN - SCOPUS:0346738110
SN - 0022-328X
VL - 375
SP - 1
EP - 4
JO - Journal of Organometallic Chemistry
JF - Journal of Organometallic Chemistry
IS - 1
ER -