ISSN:
1572-8854
Keywords:
X-ray structure
;
N-salicylideneamine
;
Schiff base
;
tautomeric equilibrium
;
keto-enamine tautomer
Source:
Springer Online Journal Archives 1860-2000
Topics:
Geosciences
,
Physics
Notes:
Abstract The title compound crystallizes in the orthorhombic space group P212121, withZ=4,a=6.068(1)Å,b=10.922(1)Å, andc=21.713(2)Å. The compound is the chiral ligand of a copper complex used as an enantioselective catalyst. It crystallizes from methanol in the keto-enamine form, though the enol-imine isomer predominates in the solution. Most N-salicylideneamines studied by X-ray are enol-imines. The two tautomeric forms may interchange through anintramolecular hydrogen bond and the distances between non-H atoms in the resulting cyclic −O−H...N=C−C=C- or −C=O...H−N−C=C- fragment may be misleading, so that H atom position is the crucial factor for determination of the proper tautomeric form.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF02018696
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