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2,2':6',2''-terpyridine substituted in the 4'-position by the solubilizing and sterically demanding tert-butyl group : a surprisingly new ligand

Constable, Edwin C. and Hostettler, Nik and Housecroft, Catherine E. and Kopecky, Peter and Neuburger, Markus and Zampese, Jennifer A.. (2012) 2,2':6',2''-terpyridine substituted in the 4'-position by the solubilizing and sterically demanding tert-butyl group : a surprisingly new ligand. Dalton Transactions, 41 (10). pp. 2890-2897.

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Official URL: http://edoc.unibas.ch/dok/A6056197

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Abstract

We describe the synthesis and characterization of 4′-tert-butyl-2,2′:6′,2′′-terpyridine (4′-tButpy, 1), a convergent tpy ligand that exhibits both a sterically demanding and solubilizing 4′-substituent. In the solid state, molecules of 1 pack with alternating tpy and tert-butyl domains, and the bulky alkyl substituents prevent the molecules from engaging in the face-to-face π-interactions which are typical of simple tpy ligands. Instead, the predominant packing forces involve CH⋯N hydrogen bonds and weak CH⋯π contacts. The syntheses of the homoleptic complexes [M(1)2][PF6]2 (M = Fe, Co, Zn and Ru) and the heteroleptic [Ru(tpy)(1)][PF6]2 are described. The complexes have been fully characterized in solution, including the 1H NMR spectroscopic characterization of the paramagnetic [Co(1)2][PF6]2. Cyclic voltammetric data are consistent with the tert-butyl substituent being slightly electron releasing. The single crystal structures of [Zn(1)2][PF6]2 and [Ru(1)2][PF6]2 have been determined; the compounds are essentially isomorphous. The packing of the cations is such that the tert-butyl substituents are accommodated in pockets between the tpy domains of adjacent cations, and as a consequence, the {M(tpy)2}-embrace that is a ubiquitous feature of many related structures is not observed.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Former Organization Units Chemistry > Anorganische Chemie (Constable)
05 Faculty of Science > Departement Chemie > Former Organization Units Chemistry > Anorganische Chemie (Housecroft)
UniBasel Contributors:Constable, Edwin Charles and Housecroft, Catherine Elizabeth and Neuburger, Markus
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Royal Society of Chemistry
ISSN:1477-9226
Note:Publication type according to Uni Basel Research Database: Journal article
Identification Number:
Last Modified:05 Jan 2017 11:01
Deposited On:01 Feb 2013 08:41

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