Stabilization of Simple Imines by Coordination to Ruthenium(II), and Aspects of Their Reactivity

Whebell, Geoffrey W., and Keene, F. Richard (1986) Stabilization of Simple Imines by Coordination to Ruthenium(II), and Aspects of Their Reactivity. Australian Journal of Chemistry, 39 (12). pp. 2027-2035.

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Abstract

The oxidation of a number of secondary amines coordinated to ruthenium(II) was investigated. Pyrrolidine (1) and piperidine (5) formed the corresponding 1-imines [1-pyrroline (2) and 2,3,4,5- tetrahydropyridine (6)]; these complexes were stable, although spectral and electrochemical properties show there to be only minor π-back- bonding between the RuII metal centre and the imine ligands. The analogous β-unsaturated amines [3-pyrroline (3) and 1,2,3,6- tetrahydropyridine (7)] complexes also underwent oxidative dehydrogenation reactions, and in these cases produced the corresponding aromatic species [pyrrole (4) and pyridine (8), respectively]. Coordinated N-methylallylamine (9) was oxidized to a mixture of the two possible 1-imine species (10) and (11), and preliminary studies indicated that the 1-aza 1,3-diene (11) product would undergo a Diels-Alder reaction while attached to the metal centre.

Item ID: 22836
Item Type: Article (Refereed Research - C1)
ISSN: 1445-0038
Date Deposited: 09 Aug 2012 00:54
FoR Codes: 03 CHEMICAL SCIENCES > 0302 Inorganic Chemistry > 030207 Transition Metal Chemistry @ 100%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
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