Highly fluorescent complexes with 3-isocyanoperylene and N-(2,5-di-tert-butylphenyl)-9-isocyano-perylene-3,4-dicarboximide

摘要: The perylene derivatives 3-isocyanoperylene (Per–NC) (4a) and N-(2,5-di-tert-butylphenyl)-9-isocyano-perylene-3,4-dicarboximide (PMI–NC) (4b) were prepared used to synthesize gold complexes [AuX(CNR)] (X = C6F5 (5a,b), C6F4-OnBu-p (6b)). reaction of 5b 6b with HNEt2 led the carbene [AuX{C(NEt2)(NHR)}] (7b, 8b), respectively. molecular structure 7b 8b have been determined by X-ray diffraction analysis showing intermolecular π-stacking groups rings no Au⋯Au interactions. derivative compounds [M(CO)5(CNR)] (M Cr (9a,b), Mo (10a,b) or W (11a,b)) trans-[Pd(CNR)2(C6F3Cl2)2] (12a,b) also prepared. All exhibit fluorescence associated fragment emission quantum yields, in solution at room temperature, range 0.05–0.93 lifetimes ∼ 4 ns. DFT calculations performed absorption spectra ligands Per–NC PMI–NC representative [Au(C6F5)(CNR)], [Cr(CO)5(CNR)], a perylene-dominated intraligand π–π* emissive state, from HOMO LUMO orbitals chromophore, but significantly different maxima influence metal fragment, particularly significant derivatives.