Tetrahedron

Syntheses and conformational analyses of mono-and trans-1, 4-dialkoxy substituted cyclohexanes—the steric substituent/skeleton interactions

E Kleinpeter, J Thielemann

Index: Kleinpeter, Erich; Thielemann, Joerg Tetrahedron, 2007 , vol. 63, # 37 p. 9071 - 9081

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Citation Number: 12

Abstract

Mono-and trans-1, 4-dialkoxy substituted cyclohexanes (alkyl= Me, Et, i-Pr, t-Bu) were prepared using the solvomercuration–demercuration (SM–DM) procedure. The axial⇋ axial and axial, axial⇋ equatorial, equatorial conformational equilibria of the products were studied by low temperature 1H and 13C NMR spectroscopy in CD2Cl2. The structures and relative energies of the participating conformers were calculated at both the B3LYP (6- ...