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DOI: 10.1055/a-1902-5592
Catalytic hydrophosphination of allenes using an iron(II) β-diketiminate complex
Supported by: Engineering and Physical Sciences Research Council
A rare study into the catalytic hydrophosphination of allenes is reported. Employing an Fe(II) ß-diketiminate pre-catalyst, the reaction of HPPh2 proceeds with a range of aryl- and alkyl allenes. For arylallenes the E-vinyl product formed as the major species, while the 1,1-disubstituted alkene is formed in a larger ratio than the Z-vinyl product (e.g. 6 : 3 : 1 as E : 1,1 : Z). Use of H2PPh results in good yields of the 1,1-disubstituted alkene, where the resultant secondary phosphine product does not undergo further reaction. We postulate a catalytic cycle based on spectroscopic data. Employing an [Fe(salen)]2-μ-oxo pre-catalyst leads to phosphine dehydrocoupling rather than hydrophosphination.
Publication History
Received: 14 June 2022
Accepted after revision: 14 July 2022
Accepted Manuscript online:
18 July 2022
© 2022. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/).
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