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Journal Article

Radical Activation of N–H and O–H Bonds at Bismuth(II)

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Yang,  Xiuxiu
Research Group Cornellà, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Bhattacharyya,  Kalishankar
Research Group Auer, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Leutzsch,  Markus
Service Department Farès (NMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Kochius,  Markus
Service Department Farès (NMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Nöthling,  Nils
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Busch,  Julia
Research Group Cornellà, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Auer,  Alexander A.
Research Group Auer, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Cornella,  Josep
Research Group Cornellà, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Yang, X., Reijerse, E. J., Bhattacharyya, K., Leutzsch, M., Kochius, M., Nöthling, N., et al. (2022). Radical Activation of N–H and O–H Bonds at Bismuth(II). Journal of the American Chemical Society, 144(36), 16535-16544. doi:10.1021/jacs.2c05882.


Cite as: https://hdl.handle.net/21.11116/0000-000B-1B92-2
Abstract
The development of unconventional strategies for the activation of ammonia (NH3) and water (H2O) is of capital importance for the advancement of sustainable chemical strategies. Herein we provide the synthesis and characterization of a radical equilibrium complex based on bismuth featuring an extremely weak Bi–O bond, which permits the in situ generation of reactive Bi(II) species. The ensuing organobismuth(II) engages with various amines and alcohols and exerts an unprecedented effect onto the X–H bond, leading to low BDFEX–H. As a result, radical activation of various N–H and O–H bonds─including ammonia and water─occurs in seconds at room temperature, delivering well-defined Bi(III)-amido and -alkoxy complexes. Moreover, we demonstrate that the resulting Bi(III)–N complexes engage in a unique reactivity pattern with the triad of H+, H–, and H• sources, thus providing alternative pathways for main group chemistry.