Metallated dihydropyridinates: prospects in hydride transfer and (electro)catalysis

Parsons, Leo W. T.; Berben, Louise A.

doi:10.1039/d3sc02080k

Chem. Sci.

2023

DOI: 10.1039/d3sc02080k

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Metallated dihydropyridinates: prospects in hydride transfer and (electro)catalysis

Leo W. T. Parsons

Louise A. Berben

Abstract: Hydride transfer (HT) is a fundamental step in a wide range of reaction pathways, including those mediated by dihydropyridinates (DHP–s). Coordination of ions directly to the pyridine ring or functional...

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Cited by 3 publications

References 123 publications

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Aktivierung von Diorganyl‐bis(pyridylimino)isoindolid‐Aluminiumkomplexen mit sichtbarem Licht und deren organometallische Radikalreaktivität

Wenzel,

Werner,

Allgaier

et al. 2024

Angewandte Chemie

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We report on the synthesis and characterization of a series of (mostly) air‐stable diorganyl bis(pyridylimino) isoindolide (BPI) aluminum complexes and their chemistry upon visible‐light excitation. The redox non‐innocent BPI pincer ligand allows for efficient charge transfer homolytic processes of the title compounds. This makes them a universal platform for the generation of carbon‐centered radicals. The photo‐induced homolytic cleavage of the Al–C bonds was investigated by means of stationary and transient UV/Vis spectroscopy, spin trapping experiments, as well as EPR and NMR spectroscopy. The experimental findings were supported by quantum chemical calculations. Reactivity studies enabled the utilization of the aluminum complexes as reactants in tin‐free Giese‐type reactions and carbonyl alkylations under ambient conditions, which both indicated radical‐polar crossover behavior. A deeper understanding of the physical fundamentals and photochemical process was provided, furnishing in turn a new strategy to control the reactivity of bench‐stable aluminum organometallics.

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Aktivierung von Diorganyl‐bis(pyridylimino)isoindolid‐Aluminiumkomplexen mit sichtbarem Licht und deren organometallische Radikalreaktivität

Wenzel,

Werner,

Allgaier

et al. 2024

Angewandte Chemie

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show abstract

Visible‐Light Activation of Diorganyl Bis(pyridylimino) Isoindolide Aluminum(III) Complexes and Their Organometallic Radical Reactivity

Wenzel,

Werner,

Allgaier

et al. 2024

Angew Chem Int Ed

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A Monoanionic Pincer Ligand with Pendant Phosphazene Arms: Stabilization of Main‐Group and Transition Metal Complexes

Li,

Huang,

Zhou

2023

Eur J Inorg Chem

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An unprecedented anionic pincer ligand with pendant phosphazene arms [2,6‐(MesN=PPh2)2C5H4N]‑ (LH) has been synthesized through a facile reaction of a bis(iminophosphoranyl)‐pyridine ligand with K‐selectride. LHcan stabilize main‐group and transition metal complexes LHGeCl, LHSnCl, LHZnCl, and LHCdI. X‐ray diffraction analysis and theoretical study show that the phosphazene arms of LH strongly coordinate to the metal centers, while the central amide group alternatively donates one or two pairs of electrons to bind with different metal centers.

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Metallated dihydropyridinates: prospects in hydride transfer and (electro)catalysis

Abstract: Hydride transfer (HT) is a fundamental step in a wide range of reaction pathways, including those mediated by dihydropyridinates (DHP–s). Coordination of ions directly to the pyridine ring or functional...

Cited by 3 publications

References 123 publications

Aktivierung von Diorganyl‐bis(pyridylimino)isoindolid‐Aluminiumkomplexen mit sichtbarem Licht und deren organometallische Radikalreaktivität

Aktivierung von Diorganyl‐bis(pyridylimino)isoindolid‐Aluminiumkomplexen mit sichtbarem Licht und deren organometallische Radikalreaktivität

Visible‐Light Activation of Diorganyl Bis(pyridylimino) Isoindolide Aluminum(III) Complexes and Their Organometallic Radical Reactivity

A Monoanionic Pincer Ligand with Pendant Phosphazene Arms: Stabilization of Main‐Group and Transition Metal Complexes

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