Tetrahedron letters

Janus-type isopropyl groups revealed by 1H-NMR spectra of alkylpyridines with lanthanide shift reagents (LSR)

C Uncuta, TS Balaban, MD Gheorghiu, L Stănescu…

Index: Uncuta, Cornelia; Balaban, Teodor-Silviu; Gheorghiu, Mircea D.; Stanescu, Ligia; Petride, Aurica; Balaban, Alexandru T. Tetrahedron Letters, 1985 , vol. 26, # 38 p. 4673 - 4676

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Citation Number: 10

Abstract

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.