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| Research - Pincers | |||||
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The group has developed methods for the synthesis of Group 10 bisoxazoline 1 (M = Pd [1], Pt [2], Ni [3]) and bisimine 2 (M = Pt [4]) pincer complexes. These air-stable species contain a single exchangeable coordination site that is also the C2-axis, as represented by model 3. |
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We have investigated
their potential as chiral Lewis acid catalysts and have found them to
be especially efficient for aldehyde silylcyanation [5],
and for the transformation of nitriles, as illustrated by the formation
of the quaternary stereogenic in 4 [1].
In our on-going work we are increasing the selectivity of this and related
reactions and applying the methodology to the synthesis of compounds of
biological significance, such as (R)-aminoglutethimide 5
[6].
[1]
M. A. Stark, G. Jones and C. J. Richards, Organometallics, 2000,
19, 1282. [2]
J. S. Fossey and C. J. Richards, Organometallics, 2004, 23,
367. [3]
J. S. Fossey and C. J. Richards, J. Organomet. Chem., 2004, 689,
3056. [4]
J. S. Fossey and C. J. Richards, Organometallics, 2002, 21,
5259. [5]
J. S. Fossey and C. J. Richards, Tetrahedron Lett., 2003, 44,
8773. [6]
M. J. Bunegar, U. C. Dyer, G. R. Evans, R. P. Hewitt, S. W. Jones, N.
Henderson, C. J. Richards, S. Sivaprasad, B. M. Skead, M. A. Stark and
E. Teale, Org. Pro. R. & D., 1999, 3, 442.
[7]
J. S. Fossey, G. Jones, H. V. Nguyen, C. J. Richards, M. A. Stark and
H. V. Taylor, Tetrahedron: Asymmetry, 2004, 15,
2067.