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Helicity Induction in Helicate Self‐Organisation from Chiral Tris(bipyridine) Ligand Strands
Author(s) -
Zarges Wolfgang,
Hall Jonathan,
Lehn JeanMarie,
Bolm Carsten
Publication year - 1991
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19910740827
Subject(s) - chemistry , steric effects , ligand (biochemistry) , diastereomer , tris , bipyridine , stereochemistry , crystallography , helicity , 2,2' bipyridine , crystal structure , receptor , biochemistry , physics , particle physics
The chiral tris, and pentakis(bipyridine) ligand strands 3a and 4 were synthesised, each in optically pure form with ( S , S )‐configuration. Ligand 3a yielded substituted double‐helical metal complexes, derived from the parent trihelicate structure 2 , with Cu I and Ag I ions. The spectral data, in particular the 1 H‐NMR spectra and the large positive Cotton effect, indicate that helicate formation occurs with very high induction of helicity. Together with consideration of the steric effects in the two possible helical diastereoisomers ( P )‐ 1 and ( M )‐ 1 that may be formed, the data favour the preferential generation of the right‐handed double helicate ( P )‐ 1 from the tris(bipyridine) strand 3a of( S , S )‐configuration.