Synthesis, Electronic Structure, and Catalytic Activity of Reduced Bis(aldimino)pyridine Iron Compounds: Experimental Evidence for Ligand Participation

Russell, Sarah K.; Milsmann, Carsten; Lobkovsky, Emil; Weyhermüller, Thomas; Chirik, Paul J.

doi:10.1021/ic102186q

Cited by 69 publications

(43 citation statements)

References 40 publications

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“…Nonetheless, the N2ÀC6 distance is longer than that expected for a neutral aiminopyridine ligand (L 0 , Table 1) due to p backbonding from palladium. [19] The C ipso À C imine (C5 À C6) and C ipso À N pyridine (C5ÀN1) bond lengths fit well to those expected for aiminopyridine ligands in their oxidized neutral form (L 0 = bpi in this case).…”

supporting

confidence: 59%

Developing Synthetic Approaches with Non‐Innocent Metalloligands: Easy Access to Ir^I/Pd⁰ and Ir^I/Pd⁰/Ir^I Cores

et al. 2011

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Guilty as charged is the verdict for anionic Ir complex [Ir(bpa−2 H)(cod)]− in its reactions with PdII compounds. The net transfer of two electrons from the Ir complex to Pd allows easy preparation of di‐ and trinuclear π‐imine‐coordinated Pd0 compounds such as [{Ir(PyCH2NCHPy)(cod)}2Pd] (see picture; C white, Ir red, N blue, Pd yellow). bpa−2 H: doubly deprotonated form of N,N‐bis(2‐picolyl)amine (bpa); cod: 1,5‐cyclooctadiene.

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supporting

confidence: 59%

Developing Synthetic Approaches with Non‐Innocent Metalloligands: Easy Access to Ir^I/Pd⁰ and Ir^I/Pd⁰/Ir^I Cores

et al. 2011

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“…This is due to strong -back bonding from thecoordinated palladium. [ 19 ] The C ipso C imine (C5-C6) and C ipso N pyridine (C5-N1) bond distances fit well to those expected for -iminopyridine ligands in their oxidized neutral form (L 0 = bpi in this case). Table 1.…”

supporting

confidence: 61%

“…Nonetheless, some caution should be taken when comparing these bond distances (Table 1) because of the relevant perturbation introduced by the additional -C=N imine coordination. [19] Unfortunately, the trinuclear complex 5 proved to be highly insoluble, preventing us from properly studying it electronic structure in solution experimentally. Nonetheless, variable temperature SQUID measurements on powered polycrystalline samples of 5 revealed it to be diamagnetic.…”

mentioning

confidence: 99%

Developing Synthetic Approaches with Non‐Innocent Metalloligands: Easy Access to Ir^I/Pd⁰ and Ir^I/Pd⁰/Ir^I Cores

et al. 2011

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Schuldig der Anklage, so lautet das Urteil für den anionischen Iridium‐Komplex [Ir(bpa−2 H)(cod)]− in Reaktionen mit Palladium(II)‐Verbindungen. Der Transfer von zwei Elektronen vom Ir‐Komplex zu Pd ermöglicht die einfache Herstellung von zwei‐ und dreikernigen π‐Imin‐koordinierten Pd0‐Verbindungen wie [{Ir(PyCH2NCHPy)(cod)}2Pd] (siehe Bild; C weiß, Ir rot, N blau, Pd gelb). bpa−2 H: doppelt deprotoniertes N,N‐Bis(2‐picolyl)amin (bpa); cod: 1,5‐Cyclooctadien.

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“…25 Replacement of the ketamine chelates with aldimine variants complicates isolation of iron dinitrogen compounds, however evaluation of iron butadiene pre-catalysts demonstrated reduced turnover frequencies and lifetimes as compared to ketamine-based iron complexes. 26 …”

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confidence: 99%

High-Activity Iron Catalysts for the Hydrogenation of Hindered, Unfunctionalized Alkenes

et al. 2012

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The activity of aryl-substituted bis(imino)pyridine and bis(arylimidazol-2-ylidene)pyridine iron dinitrogen complexes has been evaluated in a series of catalytic olefin hydrogenation reactions. In general, more electron donating chelates with smaller 2,6-aryl substituents produce more active iron hydrogenation catalysts. Establishment of this structure-activity relationship has produced base metal catalysts that exhibit high turnover frequencies for the hydrogenation of unfunctionalized, tri- and tetrasubstituted alkenes, one of the most challenging substrate classes for homogenous hydrogenation catalysts.

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Synthesis, Electronic Structure, and Catalytic Activity of Reduced Bis(aldimino)pyridine Iron Compounds: Experimental Evidence for Ligand Participation

Cited by 69 publications

References 40 publications

Developing Synthetic Approaches with Non‐Innocent Metalloligands: Easy Access to Ir^I/Pd⁰ and Ir^I/Pd⁰/Ir^I Cores

Developing Synthetic Approaches with Non‐Innocent Metalloligands: Easy Access to Ir^I/Pd⁰ and Ir^I/Pd⁰/Ir^I Cores

Developing Synthetic Approaches with Non‐Innocent Metalloligands: Easy Access to Ir^I/Pd⁰ and Ir^I/Pd⁰/Ir^I Cores

High-Activity Iron Catalysts for the Hydrogenation of Hindered, Unfunctionalized Alkenes

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Synthesis, Electronic Structure, and Catalytic Activity of Reduced Bis(aldimino)pyridine Iron Compounds: Experimental Evidence for Ligand Participation

Cited by 69 publications

References 40 publications

Developing Synthetic Approaches with Non‐Innocent Metalloligands: Easy Access to IrI/Pd0 and IrI/Pd0/IrI Cores

Developing Synthetic Approaches with Non‐Innocent Metalloligands: Easy Access to IrI/Pd0 and IrI/Pd0/IrI Cores

Developing Synthetic Approaches with Non‐Innocent Metalloligands: Easy Access to IrI/Pd0 and IrI/Pd0/IrI Cores

High-Activity Iron Catalysts for the Hydrogenation of Hindered, Unfunctionalized Alkenes

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Product

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Developing Synthetic Approaches with Non‐Innocent Metalloligands: Easy Access to Ir^I/Pd⁰ and Ir^I/Pd⁰/Ir^I Cores

Developing Synthetic Approaches with Non‐Innocent Metalloligands: Easy Access to Ir^I/Pd⁰ and Ir^I/Pd⁰/Ir^I Cores

Developing Synthetic Approaches with Non‐Innocent Metalloligands: Easy Access to Ir^I/Pd⁰ and Ir^I/Pd⁰/Ir^I Cores