As eries of novel acyclic, macrocyclic and mechanically interlocked luminescent anion sensors have been prepared by incorporationo ft he isophthalamide motif into dipyridylbenzene to obtain cyclometallated complexes of platinum(II) and ruthenium(II). Both the acyclic and macrocyclic derivatives 7·Pt, 7·Ru·PF 6 , 10·Pt and 10·Ru·PF 6 are effective sensorsf or ar ange of halidesa nd oxoanions.T he near-infra red emitting rutheniumc ongenerse xhibited an increased bindings trengthc ompared to platinum due to the cationic charge and thusa dditional electrostatic interactions.I ntramolecular hydrogen-bonding between the dipyridylbenzene liganda nd the amidec arbonyls increases the preorganisation of both acyclic and macrocyclic metal derivativesr esulting in no discernible macrocyclic effect. Interlocked analoguesw ere also prepared,a nd preliminaryl uminescent chloridea nion spectrometric titrations with 12·Ru·(PF 6 ) 2 demonstrate am arked increase in halide binding affinity due to the complementary chloride bindingp ocket of the [2]rotaxane. 1 HNMR bindingt itrationsi ndicatet he interlockedd icationic receptor is capable of chloride recognition even in competitive 30 %a queous mixtures.[a] Dr.
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