Frühjahrssymposium 2013 in Berlin - JungChemikerForum Berlin

Sugar Complexes and the Asymmetric Transfer
Hydrogenation
Anne-Kathrin Baum, Jürgen Heck
Institut für Anorganische und Angewandte Chemie –
Fachbereich Chemie, Universität Hamburg – Martin-Luther-King-Platz 6 –
20146 Hamburg – GER
baum@chemie.uni-hamburg.de
The use of carbohydrates as ligands offers the chance of transferring the natural
chirality from the ligand not only to the complex but, using the derived complex in
asymmetric reactions, also to a prochiral substrate.
Various carbohydrate ligands have been synthesised and applied in organometal complexes
in our group. [1] Glucopyranosidato and allopyranosidato ligands with their
oxygen donor atoms were applied in zirconium and titanium complexes presenting different
structural motifs and a possible application in the hydroamination reaction. [2-5]
The successful change of donor atoms from oxygen to nitrogen by synthesis of a diaminoglucoside
ligand afforded the opportunity for synthesis of group 6 sugar carbonyl
complexes. [6]
To enable the use of sugar ligands in late transition metal complexes a N,O-motif was
chosen for coordination. Three ligand precursors, aminoglucopyranoside 1, aminoallopyranoside
2 and aminomannopyranoside 3, have been prepared and their coordination
chemistry on ruthenium complexes of the type [Ru(η 6 − arene)Cl2]2 is being
investigated. [7] The first promising results applying the derived complexes in the
Asymmetric Transfer Hydrogenation have been achieved and are subject to further
studies. [7]
Just recently, the molecular structure of dichlorido(η 6 -p-cymene)(methyl-2amino-4,6-O-benzylidene-2-deoxy-α-D-allopyranoside-κN
2 )ruthenium(II) 4 could be
determined. [7]
Molecular Structure and Structural Formula of Complex 4
[1]
S. Tschersich, M. Böge, D. Schwidom, J. Heck, Rev. Inorg. Chem. 2011, 31(1), 27-55.
[2]
L. Jessen, E. T. K. Haupt, J. Heck, Chem. Eur. J. 2001, 7, 3791-3797.
[3]
D. Küntzer, L. Jessen, J. Heck, Chem. Commun. 2005, 5653-5655.
[4]
D. Küntzer, S. Tschersich, J. Heck, Z. Anorg. Allg. Chem. 2007, 633, 43-45.
[5]
D. Schwidom, D. Zeysing, M. Schmidt, J. Heck, Eur. J. Inorg. Chem. 2009, 5295-5298.
[6]
C. Fowelin, A.Matyja, M. Schmidt, J.Heck, Z. Anorg. Allg. Chem. 2007, 633, 2395-2399.
[7] A.-K. H. Baum, J. Heck manuscript in preparation.
36 Thursday 11:00 - 11:20 Talk 01