Anion binding by metallo-receptors of 5,5′-dicarbamate-2,2′- bipyridine ligands

Biao Wu*, Jin Yang, Xiaojuan Huang, Shaoguang Li, Chuandong Jia, Xiao Juan Yang, Ning Tang, Christoph Janiak

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)

Abstract

Three 5,5′-dicarbamate-2,2′-bipyridine ligands (L = L 1-L3) bearing ethyl, isopropyl or tert-butyl terminals, respectively, on the carbamate substituents were synthesized. Reaction of the ligands L with the transition metal ions M = Fe2+, Cu2+, Zn2+ or Ru2+ gave the complexes MLnX 2·xG (1-12, n = 1-3; X = Cl, NO3, ClO4, BF4, PF6, SO4; G = Et2O, DMSO, CH3OH, H2O), of which [Fe(L2) 3⊃SO4]·8.5H2O (2), [Fe(L 1)3⊃(BF4)2]·2CH 3OH (7), [Fe(L2)3⊃(Et2O) 2](BF4)2·2CH3OH (8), [ZnCl2(L1)][ZnCl2(L1)(DMSO)] ·2DMSO (9), [Zn(L1)3⊃(NO3) 2]·2H2O (10), [Zn(L2) 3⊃(ClO4)(Et2O)]ClO4· Et2O·2CH3OH·1.5H2O (11), and [Cu(L1)2(DMSO)](ClO4)2·2DMSO (12) were elucidated by single-crystal X-ray crystallography. In the complexes MLnX2·xG the metal ion is coordinated by n = 1, 2 or 3 chelating bipyridine moieties (with other anionic or solvent ligands for n = 1 and 2) depending on the transition metal and reaction conditions. Interestingly, the carbamate functionalities are involved in hydrogen bonding with various guests (anions or solvents), especially in the tris(chelate) complexes which feature the well-organized C3-clefts for effective guest inclusion. Moreover, the anion binding behavior of the pre-organized tris(chelate) complexes was investigated in solution by fluorescence titration using the emissive [RuL3]2+ moiety as a probe. The results show that fluorescent recognition of anion in solution can be achieved by the RuII complexes which exhibit good selectivities for SO 42-.

Original languageEnglish
Pages (from-to)5687-5696
Number of pages10
JournalDalton Transactions
Volume40
Issue number21
DOIs
Publication statusPublished - 7 Jun 2011
Externally publishedYes

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