Detailed assignments of ¹H and ¹³C NMR spectral data of 14 cyclopentane derivatives

Abstract

Detailed assignments of 1H and 13C NMR spectral data for 14 cyclopentane derivatives are reported. The assignments are based on 1D 1H and 13C NMR and on 2D shift‐correlated [1H, 13C‐HMQC], J‐resolved and NOEDIF experiments. Copyright © 2003 John Wiley & Sons, Ltd.

Long‐range JCH heteronuclear coupling constants in cyclopentane derivatives

“…The determination of relative stereochemistry of all hydrogens was accomplished through gNOESY 13 experiments and compared with the data obtained in the previous work. 9 For the measurements of 2,3 J CH and 1 J CH heteronuclear coupling constants, the G-BIRD R,X -CPMG-HSQMBC 4,14,15 pulse sequence ( Fig. 2) and fully coupled carbon with nuclear Overhauser effect (NOE) experiment, respectively, were used.…”

“…7,8 More recently, we have reported the detailed assignment of 1 H and 13 C NMR spectral data for various cyclopentanes. 9 In continuation of these studies, we began an investigation of the heteronuclear 2,3 J CH spin-spin couplings in some cyclopentane derivatives to verify their potential utility as a tool for determining the stereochemistry of substituents in these rings. For our initial studies, we have chosen cyclopentanes 1-4b (Fig.…”

Long‐range JCH heteronuclear coupling constants in cyclopentane derivatives. Part II

“…1). 6 More recently, we started an investigation of the heteronuclear 2,3 J CH spin-spin couplings in the cyclopentane derivatives 1-4b to verify their potential utility as a tool for determining the stereochemistry of the substituents in these rings. 7 This subject has presently become a focus of interest owing to its importance in the elucidation of the structure, conformation and stereochemistry of organic molecules, 8 -10 since the dependence of 3 J CH data on the dihedral angle (Â) shows the general behavior described by the Karplus equation for 3 J HH couplings.…”

Stereochemistry of cyclopentane derivatives from 2, 3JCH dependence on dihedral angle (θ HCCX)

“…[ 10] For the measurements of 2,3 J CH heteronuclear coupling constants, the G-BIRD R,X -CPMG-HSQMBC pulse sequence was used.…”

“…2). [10] Recently, we have started an investigation on the heteronuclear 2,3 J CH scalar spin-spin couplings in these compounds, verifying their suitability as a tool for determining the stereochemistry of substituents in these rings. In this context, we have already reported the detailed measurement of longrange heteronuclear scalar spin-spin coupling constants ( 2,3 J CH ) for various cyclopentanes.…”