Hydrogen bonds between ammonium ions and aromatic rings exist and have key consequences on solid-state and solution phase properties

Ilioudis, C.A.; Bearpark, M.J.; Steed, J.W.

Abstract

A very small azaphane that exhibits high a. nity for H+ has been synthesised. Included protons are stabilised by a charge-assisted NH-pi interaction and hence the bound proton is effectively solvated by the aromatic ring. Exchange of H+ is slow on the H-1 NMR time scale and the conformational characteristics of the macrobicycle are highly pH dependent.

Citation

Ilioudis, C., Bearpark, M., & Steed, J. (2005). Hydrogen bonds between ammonium ions and aromatic rings exist and have key consequences on solid-state and solution phase properties. New Journal of Chemistry, 29(1), 64-67

• Journal Article Type: Article
• Publication Date: 2005
• Journal: New Journal of Chemistry
• Print ISSN: 1144-0546
• Electronic ISSN: 1369-9261
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 29
• Issue: 1
• Pages: 64-67
• Public URL: https://durham-repository.worktribe.com/output/1593906