Jump to main content
Jump to site search

Issue 10, 2006
Previous Article Next Article

Synthesis of pyridazinyl ligands for multimetallic complexes

Author affiliations


A family of ligands based upon the linking of two or three bis-(2-pyridyl)pyridazine (dppz) moieties via the 4- or 4,5-positions of the pyridazine rings has been synthesised using an inverse electron demand Diels–Alder pathway. Thus, reaction of 3,6-di(2-pyridyl)-1,2,4,5-tetrazine (dptz) with a series of dienes (1,4-divinylbenzene, 1,5-cyclooctadiene, norbornadiene, 1,5-hexadiene or 1,4-cyclohexadiene), diketones (1,4-diacetylbenzene), or trienes (trans,trans,cis-1,5,9-cyclododecatriene or trans,trans,trans-1,5,9-cyclododecatriene) has been studied and seven ligands isolated, namely 4,4′-(1,4-phenylene)bis(3,6-dipyridin-2-ylpyridazine) (L1), 5,6,11,12-tetrahydro-1,4,7,10-tetrapyridin-2-ylcycloocta[1,2-d:5,6-d′]dipyridazine (L2), 5,10-methano-1,4,6,9-tetrapyridin-2-ylpyridazino[4,5-g]phthalazine (L3), 4,4′-ethane-1,2-diylbis(3,6-dipyridin-2-ylpyridazine) (L4), 1,4,6,9-tetrapyridin-2-ylpyridazino[4,5-g]phthalazine (L5), cyclododeca[1,2-d:5,6-d′]dipyridazine-(11Z)-5,6,11,12,15,16-hexahydro-1,4,7,10-tetrapyridin-2-yl (L6) and 5,6,11,12,17,18-hexahydro-1,4,7,10,13,16-hexapyridin-2-ylcyclododeca[1,2-d:5,6-d′:9,10-d″]tripyridazine (L7). Compounds L1, L2 and L4 have been characterised by single crystal X-ray diffraction revealing the formation of molecular stacking in the solid-state via π–π interactions between dppz moieties. The potential of these ligands to form multimetallic complexes has been demonstrated by the successful synthesis and structural characterisation of {[Cu4(L1)(NO3)6(MeO)2(MeOH)2]}, {[Cu4(L1)(NO3)6(MeO)2(EtOH)2]}, {[Cd(NO3)(EtOH)3][Cd(NO3)3(L2)]} and {[Cd(NO3)2]2(L5)3}.

Graphical abstract: Synthesis of pyridazinyl ligands for multimetallic complexes

Back to tab navigation

Supplementary files

Publication details

The article was received on 10 Aug 2006, accepted on 04 Sep 2006 and first published on 15 Sep 2006

Article type: Paper
DOI: 10.1039/B611561F
New J. Chem., 2006,30, 1498-1508

  •   Request permissions

    Synthesis of pyridazinyl ligands for multimetallic complexes

    F. Thébault, A. J. Blake, C. Wilson, N. R. Champness and M. Schröder, New J. Chem., 2006, 30, 1498
    DOI: 10.1039/B611561F

Search articles by author