Solid-state and solution structures of fluorocholine and some analogues: nuclear magnetic resonance and X-ray studies

Abstract

The preferred conformation of fluorocholine (CH₃)₃–N⁺–CH₂–CH₂–F and several analogues in aqueous solution has been determined by n.m.r. spectroscopic analysis and the crystal structure of (CH₃CH₂)₃N⁺–CH₂–CH₂–F·Br^– determined. The preferred conformation of N⁺–C–C–F is clearly synclinal. In comparison, that of N⁺–C–C–O– has previously been shown also to be synclinal and that of N⁺–C–C–S– and N⁺–C–C–Se– to be antiplanar.