Two bis-imidazolium salts 1,8-bis[2'-(N-R-imidazoliumyl)acetylamino]naphthalene chloride (LH·Cl: R = Et; LH·Cl: R = Bu), as well as their four NHC metal complexes [LHAg]Cl (1), [LNi] (2), [LNi] (3) and [LHHg(HgCl)] (4) have been synthesized. In each of the cationic moieties of complexes 1 or 4, there is a groove-like 14-membered macrometallocycle, and each macrometallocycle is consisted of one biscarbene ligand LH and one metal ion (silver(I) ion for 1 and mercury(II) ion for 4). Three 6-membered cycles are contained in each molecule of complexes 2 or 3. Additionally, the selective recognition of macrometallocycle 1 for Cu was studied with the methods of fluorescence and ultraviolet spectroscopy, H NMR titrations, MS and IR spectra. The experimental results display macrometallocycle 1 can discriminate Cu from other cations effectively.
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