α-Radical Phosphines: Synthesis,Structure, and Reactivity |
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Authors: | Dr Lianghu Gu Dr Yiying Zheng Dr Estela Haldón Dr Richard Goddard Dr Eckhard Bill Prof Dr Walter Thiel Prof Dr Manuel Alcarazo |
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Institution: | 1. Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstr 2, 37077 Göttingen, Germany;2. Max-Planck-Institut für Kohlenforschung, Kaiser Wilhelm Platz 1, 45470 Mülheim an der Ruhr, Germany;3. Max-Planck-Institut für Chemische Energiekonversion, Stiftstrasse 34–36, 45470 Mülheim an der Ruhr, Germany |
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Abstract: | A series of phosphines featuring a persistent radical were synthesized in two steps by condensation of dialkyl-/diarylchlorophosphines with stable cyclic (alkyl)(amino)carbenes (cAACs) followed by one-electron reduction of the corresponding cationic intermediates. Structural, spectroscopic, and computational data indicate that the spin density in these phosphines is mainly localized on the original carbene carbon from the cAAC fragment; thus, it remains in the α-position with respect to the central phosphorus atom. The potential of these α-radical phosphines to serve as spin-labeled ligands is demonstrated through the preparation of several AuI derivatives, which were also structurally characterized by single-crystal X-ray diffraction. |
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Keywords: | carbenes gold complexes radicals X-ray crystallography α-radical phosphines |
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