Synthesis and Vibrational Circular Dichroism of Enantiopure Chiral Oxorhenium(V) Complexes Containing the Hydrotris(1-pyrazolyl)borate Ligand

The infrared and vibrational circular dichroism (VCD) spectra of six chiral oxorhenium(V) complexes, bearing a hydrotris(1-pyrazolyl)borate (Tp) ligand, have been investigated. These complexes are promising candidates for observation of parity violation (symmetry breaking due to the weak nuclear for...

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Bibliographic Details
Published in:Inorganic chemistry 2006-12, Vol.45 (25), p.10230-10239
Main Authors: Lassen, Peter R, Guy, Laure, Karame, Iyad, Roisnel, Thierry, Vanthuyne, Nicolas, Roussel, Christian, Cao, Xiaolin, Lombardi, Rosina, Crassous, Jeanne, Freedman, Teresa B, Nafie, Laurence A
Format: Article
Language:English
Subjects:
Algorithms
Borates - chemistry
Chemical Sciences
Chromatography, High Pressure Liquid - methods
Circular Dichroism - methods
Ligands
Material chemistry
Models, Chemical
Molecular Conformation
Organic chemistry
Organometallic Compounds - chemical synthesis
Pyrazoles - chemistry
Rhenium - chemistry
Spectroscopy, Fourier Transform Infrared - methods
Stereoisomerism
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Summary:The infrared and vibrational circular dichroism (VCD) spectra of six chiral oxorhenium(V) complexes, bearing a hydrotris(1-pyrazolyl)borate (Tp) ligand, have been investigated. These complexes are promising candidates for observation of parity violation (symmetry breaking due to the weak nuclear force). New chiral oxorhenium complexes have been synthesized, namely, [TpReO(η2-O(CH3)CH2CH2O-O,O)] (4a and 4b) diastereomers and [TpReO(η2-N(CH3)CH2CH2O-N,O)] (5) and [TpReO(η2-N(tBu)CH2CH2O-N,O)] (6) enantiomers. All compounds could be obtained in enantiomerically pure form by using either column chromatography or HPLC over chiral columns. VCD spectroscopy of these compounds and of [TpReO(η2-N(CH3)CH(CH3)CH(Ph)O-N,O)] (2) and [TpReO(η2-N(CH2)3CHCO2-N,O)] (3) (with chiral bidentate ligands derived, respectively, from ephedrine and proline) were studied. This allowed the absolute configuration determination of all compounds together with their conformational analysis, by comparing calculated and experimental spectra. This is the first VCD study of rhenium complexes which further demonstrates the applicability of VCD spectroscopy in determining the chirality of inorganic complexes.
ISSN:0020-1669
1520-510X
DOI:10.1021/ic061418m