Cations derived from proton sponge : modification of halide ion coordination chemistry through intermolecular interactions

Abstract

1 online resource (x, 46 pages) : illustrations (some colour), graphsIncludes abstract.Includes bibliographical references (pages 43-46).A family of 1,3-bis(dimethylamino)napthalene salts have been prepared, starting from 1,3-bis(dimethylamino)naphthalene (Proton Sponge&reg;). When protonated, these molecules have weak hydrogen bonding interactions with anions due to the bridging of a proton between the two dimethylamino groups. Theis bridging removes the best hydrogen bonding sire and reduces interactions between the cation and the anion. This increases the basicity of the anion allowing for a more accurate representation of a naked anion. This study investigates halides as anions and their subsequent basicity and reactivity toward other small molecules.</p