Synthetic Approaches to Polypyridyl Bridging Ligands with Proximal Multidentate Binding Sites
- 2 December 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 71 (1) , 167-175
- https://doi.org/10.1021/jo051937r
Abstract
A series of 12 bridging ligands was prepared. These ligands include a central linker appended to two 1,8-naphthyrid-2-yl or two 1,10-phenanthrolin-2-yl units. The linkers include pyridazin-3,6-diyl, 1,8-naphthyrid-2,7-diyl, 2,2‘-bipyrid-6,6‘-diyl, 1,10-phenanthrolin-2,9-diyl, 1,2-di(2‘-pyrid-6‘-yl)ethyne, and 3,6-di(2‘-pyrid-6‘-yl)pyridazine. The ligands were synthesized from the diacetyl derivative of the central linker by a Friedländer condensation with either 2-aminonicotinaldehyde or 8-amino-7-quinolinecarbaldehyde. The precursor diacetyl derivatives were, in turn, prepared by pathways involving Stille and Sonogashira couplings. Examination of the electronic absorption spectra of the bridging ligands shows the strongest correlation to be between pairs of ligands having the same central linker. Complexation studies will follow.Keywords
This publication has 26 references indexed in Scilit:
- A New Family of Ru Complexes for Water OxidationJournal of the American Chemical Society, 2005
- 2,2‘;9‘,2‘ ‘-Ter[1,10]phenanthrolineInorganic Chemistry, 2005
- Design and Study of Bi[1,8]naphthyridine Ligands as Potential Photooxidation Mediators in Ru(II) Polypyridyl Aquo ComplexesInorganic Chemistry, 2004
- Aggregation in Fluid Solution of Dendritic Supermolecules made of Ruthenium(II)- and Osmium(II)-Polypyridine Building BlocksJournal of the American Chemical Society, 1995
- Hexanuclear homo- and heterobridged ruthenium(II) polypyridine complexes: syntheses, absorption spectra, luminescence properties, and electrochemical behaviorInorganic Chemistry, 1991
- Generation of (1-alkoxycyclopropyl)lithium reagentsThe Journal of Organic Chemistry, 1985
- Stereochemical and electronic spin state tuning of the metal center in the nickel(II) tropocoronandsJournal of the American Chemical Society, 1985
- Catalytic oxidation of water by an oxo-bridged ruthenium dimerJournal of the American Chemical Society, 1982
- The synthesis of 2,2 and 5,5 ‐bi(1,10‐phenanthroline)Journal of Heterocyclic Chemistry, 1964
- Derivatives of 1,10-Phenanthroline1Journal of the American Chemical Society, 1944