Stereochemistry of the Oxime of N-Hydroxyimide of -Naphthol- Maleic Anhydride Adduct

ASHOK KUMAR SINGH, S. K. SRIVASTAVA
1988 Zenodo  
Department of Chemistry, University of Roorkee, Roorkee-247 667 Manuscript received 8 February 1988, revised 27 May 1988, accepted 18 July 1988 LANTHANIDE reagents have been used in the stereochemical investigation of organic molecules1- 3 including aliphatic and alicyclic ketoximes4,5 . Anisotropy of the hydroxyimino group produces large chemical shift differences between syn- and anti-protous6 . The effect of anisotropy of oximido group is attributed7,8 to the hydroxyl group which deshields
more » ... e neighbouring protons. In this study, an attempt has been made for the first time to determine stereochemistry of the oxime (1) of N-hydroxyimide of β-naphtholmaleic anhydride adduct by nmr study using Eu(DPM)3 as shift reagent. 1H nmr spectrum of 1 exhibited multiplets at δ 7.27 (4 X ArH), 4.17 (H-l), 3.90 (H-4), 3.40 (H-2 and H-3), 2.63 (H2-10) and a broad singlet at 3.87 for two hydroxyl protons.
doi:10.5281/zenodo.6106159 fatcat:s5dfoav5ujhgxhoc2ayspi3o5e