Beilstein J. Org. Chem.2021,17, 186–192, doi:10.3762/bjoc.17.18
-membered chelate rings. The testing of the catalytic ability of the cyclam-based N,N,N,N-Au(III) complexes demonstrated high catalytic activity of some complexes in selected test reactions (full conversion in 1–24 h, 62–97% product yields).
Keywords: Au(III); carboalkoxylation; coordinationstudies
the Au(III) complex upon substitution of all coordinating halides by nitrogen donors. We hereby present the synthesis of chiral cyclam ligands and related polyamino compounds, along with Au(III) coordinationstudies and evaluation of the catalytic ability of the successfully obtained Au(III) complexes
conditions were obtained by adding AlCl3 to the reactions. Complete reduction of polyamides 1a,b and 2a,b yielded the open tetraamine products 5a,b and the target cyclams 6a,b with four secondary amine functions in moderate to high yields (29–88%, Scheme 2) within 1–2 days.
Au(III) coordinationstudies
Amide
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Graphical Abstract
Scheme 1:
Synthetic protocols for the preparation of potential ligands 1–4.
Beilstein J. Org. Chem.2009,5, No. 78, doi:10.3762/bjoc.5.78
diethylamide at δ = 3.56 ppm (Caryl–CH2).
Coordinationstudies
In an orientating coordination study we reacted the ligand 1a-H3 on a preparative scale (30 mg) with lanthanum(III) chloride heptahydrate in the presence of potassium carbonate as base in methanol at room temperature. After four days solvent was
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Graphical Abstract
Figure 1:
Structural formula of the siderophore enterobactine.