TY - JOUR
T1 - Heavier group-2-element catalyzed hydroamination of carbodiimides
AU - Lachs, Jennifer R.
AU - Barrett, Anthony G.M.
AU - Crimmin, Mark R.
AU - Kociok-Köhn, Gabriele
AU - Hill, Michael S.
AU - Mahon, Mary F.
AU - Procopiou, Panayiotis A.
PY - 2008/9/1
Y1 - 2008/9/1
N2 - The heteroleptic calcium amide [{ArNC(Me)CHC(Me)-NAr}Ca{N(SiMe 3)2}(THF)] (Ar = 2,6-diisopropylphenyl) and the homoleptic heavier alkaline earth amides, [M{N(Si-Me3)2} 2(THF)2] (M = Ca, Sr and Ba) are reported as competent pre-catalysts for the hydroamination of 1,3-carbodiimides. Whilst the reaction scope is currently limited to reactions of aromatic amines with 1,3-dialkylcarbodiimides, in most cases preparations in hydrocarbon solvents proceed rapidly at room temperature with catalyst loadings as low as 0.2 mol-% and the guanidine reaction products crystallize directly from the reaction mixture. Initial studies are consistent with the intermediacy of heavier group-2 guanidinate complexes.
AB - The heteroleptic calcium amide [{ArNC(Me)CHC(Me)-NAr}Ca{N(SiMe 3)2}(THF)] (Ar = 2,6-diisopropylphenyl) and the homoleptic heavier alkaline earth amides, [M{N(Si-Me3)2} 2(THF)2] (M = Ca, Sr and Ba) are reported as competent pre-catalysts for the hydroamination of 1,3-carbodiimides. Whilst the reaction scope is currently limited to reactions of aromatic amines with 1,3-dialkylcarbodiimides, in most cases preparations in hydrocarbon solvents proceed rapidly at room temperature with catalyst loadings as low as 0.2 mol-% and the guanidine reaction products crystallize directly from the reaction mixture. Initial studies are consistent with the intermediacy of heavier group-2 guanidinate complexes.
KW - Alkaline earth amides
KW - Guanidinate
KW - Guanidine
KW - Hydroamination
UR - http://www.scopus.com/inward/record.url?scp=53549127283&partnerID=8YFLogxK
U2 - 10.1002/ejic.200800613
DO - 10.1002/ejic.200800613
M3 - Article
AN - SCOPUS:53549127283
SP - 4173
EP - 4179
JO - European Journal of Inorganic Chemistry
JF - European Journal of Inorganic Chemistry
SN - 1434-1948
IS - 26
ER -