A Synthetic and NMR Conformational Study of Spiro Cyclic Quaternary Ammonium Salts,

Robert Alan Aitken, EF Philp, Frank Gordon Riddell, MH Smith

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

The preparationand NMR spectra for a range of spirocyclic mono-, bis- and tris- quaternaryammonium salts are reported. In the case of the tricyclic bis(ammonium) salt 7 a dynamic process is observed in the C-13 NMR spectrum and by means of a variable temperature study and MAS solid state NMR this is attributed to ring-inversion of central ring with the axial and equatorial C-N+ carbons of the outer two rings being nonequivalent. The energy barrier for this inversion is determined to be 53.4 +/- 0.2 kJ mol(-1).

Original languageEnglish
Pages (from-to)63-70
Number of pages8
JournalARKIVOC
Volume3
Issue numberpart iii
Publication statusPublished - 2002

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