J. Albert, Lucía D'Andrea, J. Granell
Oct 15, 2007
Citations
0
Influential Citations
27
Citations
Journal
Journal of Organometallic Chemistry
Abstract
The reactivity of the dimeric cyclopalladated compounds derived from biphenyl-2-ylamine (μ-X) 2 [κ 2 - N2 ′, C1 -1-Pd-2-{(2′-NH 2 C 6 H 4 )C 6 H 4 }] 2 [X = OAc ( 1 ), X = Cl ( 2 )] towards unsaturated organic molecules is reported. Compound 1 reacted with carbon monoxide and t butyl isocyanide producing phenanthridin-6(5 H )-one and N - tert -butylphenanthridin-6-amine in 63% and 88% yield, respectively. Compound 2 reacted separately with diphenylacetylene and 3-hexyne, affording the mononuclear organopalladium compounds [κ 2 - N2 ″, C1 -η 2 - C2 , C3 - 1-Pd{(R–C C–R) 2 -2′-(2″-NH 2 C 6 H 4 )C 6 H 4 }Cl] [R = Ph ( 5 ), R = Et ( 6 )] in 50–60% yield, which derived from the insertion of two alkyne molecules into the C–Pd σ bonds of 2 . The crystal structure of compounds 5 and 6 has been determined. Compound 5 crystallized in the monoclinic space group P 2 1 / n with a = 13.3290(10) A, b = 10.6610(10) A and c = 22.3930(10) A and β = 100.2690(10)°. Compound 6 crystallized in the triclinic space group P 1 ¯ with a = 7.271(7) A, b = 10.038(3) A and c = 16.012(5) A, and α = 106.79(3)°, β = 96.25(4)° and γ = 99.62(4)°. The crystal structures of 5 and 6 have short intermolecular Pd–Cl⋯H–N–Pd non-conventional hydrogen bonds, which associated the molecules in chains in the first case and in dimers in the second.