CHEMISTRY: Handedness in Triangular Pockets

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Science  25 Oct 2002:
Vol. 298, Issue 5594, pp. 705c
DOI: 10.1126/science.298.5594.705c

Self-assembly of chiral ligands with metal centers into larger structures can provide a facile route to structures that mimic the catalytic environment created by enzymes. Lee et al. have self-assembled organometallic “triangles” in which three chiral binaphthyl ligands bridge three Pt atoms bearing phosphine ligands. In one case, the bulky side groups of the ligands were removed by reduction and replaced by hydrogen to create a large chiral pocket lined with hydroxyl groups. This readily assembled compound gave higher stereospecific yields (typically 90%) for the catalytic reaction of diethyl zinc with aromatic aldehydes to form chiral secondary alcohols than did the free ligand (typically 80%). — PDS

J. Am. Chem. Soc. 10.1021/ja028099s (2002).

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