Synthesis and structure of silver amino-arenesulfonates

Treatment of a variety of zwitterionic amino-arenesulfonic acids with silver oxide has resulted in the synthesis of seven new AgI amino-arenesulfonates [Ag(O3SR)](infinity) [R = o-aminobenzyl (oAB) (1), m-aminobenzyl (mAB) (2), 6-amino-3-methoxybenzyl (6A3MB) (3), o-aminonaphthyl (oAN) (4), 5-aminonaphthyl (5AN) (5), 4-amino-3-hydroxynaphthyl (4A3HN) (6) and 5-isoquinolinyl (I) (7)]. This has allowed an exploration of their coordination chemistry, whereby we examine the impact of structural diversity in the anions: the position of the amino functionality on the arene moiety, inclusion of the N within a heterocycle and an increase in ring size from phenyl to naphthyl. The solid-state structures of 1, 2 and two forms of 4, one with a coordinated water molecule, have been determined by X-ray diffraction and are all polymeric. Analytical data is provided for two of the structurally known complexes: known silver p-aminobenzenesulfonate 8 [Ag(O(3)SBAp)](infinity) and Ag-I 2-pyridinesulfonate [Ag(O3SP)](infinity) (9). The composition of all nine complexes has been confirmed through NMR spectroscopy, MS-ES+, FTIR and elemental analysis.