Chiral recognition of Schiff bases by 15N NMR spectroscopy in the presence of a dirhodium complex. Deuterium isotope effect on 15N chemical shift of the optically active Schiff bases and their dirhodium tetracarboxylate adducts.
Optically active Schiff bases, derivatives of ortho-hydroxyaldehydes and their adducts with dirhodium tetracarboxylate complexes have been studied by (15)N NMR spectroscopy. The position of the equilibrium of Schiff bases, as well as their adducts, has been established on the basis of measurements of deuterium isotope effects on (15)N chemical shifts. At the equilibrium state, the formation of the adducts with dirhodium complexes shifted the proton-transfer equilibrium towards the NH-form.
Rozwadowski
Z
Z
Institute of Chemistry and Environmental Protection, Szczecin University of Technology, Al. Piastów 42, 70-065 Szczecin, Poland. zroz@ps.pl
Nowak-Wydra
B
B
D003903:Deuterium; D006860:Hydrogen Bonding; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy / Q000379:methods* / Q000592:standards*; D015394:Molecular Structure; D009587:Nitrogen Isotopes; D009942:Organometallic Compounds / Q000737:chemistry*; D011522:Protons; D012015:Reference Standards; D012238:Rhodium / Q000737:chemistry*; D012545:Schiff Bases / Q000737:chemistry*; D013237:Stereoisomerism
D008024:Ligands; D009587:Nitrogen Isotopes; D009942:Organometallic Compounds; D011522:Protons; D012545:Schiff Bases; C519986:dirhodium tetracarboxylate; D003903:Deuterium; D012238:Rhodium