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Janus-type isopropyl groups revealed by 1H-NMR spectra of alkylpyridines with lanthanide shift reagents (LSR)
Authors:Cornelia Uncuta  Teodor-Silviu Balaban  Mircea D. Gheorghiu  Ligia Stănescu  Aurica Petride  Alexandru T. Balaban
Affiliation:1. Centre of Organic Chemistry-ICECHIM, Bucharest, Roumania;2. Department of Organic Chemistry, Polytechnic Institute Splaiul Independentei 313, 76206 Bucharest, Roumania
Abstract:Two Isomeric pyridines were designed and prepared : 2-isopropyl-4,5,6-trimethyl-(3) and 2-isopropyl-3,4,6-trimethyl-pyridine (7); the latter, with a buttressed isopropyl, leads to much lower induced shifts by Eu(dpm)3 and Pr(dpm)3 than the former, owing to the conformation in which the Janus-type iPr group how to the LSR a t-butyl-like face.
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