Iron(II) catalyzed hydrophosphination of isocyanates

The first transition metal catalyzed hydrophosphination of isocyanates is presented. The use of low-coordinate iron(II) precatalysts leads to an unprecedented catalytic double insertion of isocyanates into the P-H bond of diphenylphosphine to yield phosphinodicarboxamides [Ph2PC(=O)N(R)C(=O)N(H)R],...

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Main Authors: Sharpe, Helen R., Geer, Ana M., Lewis, William, Blake, Alexander J., Kays, Deborah L.
Format: Article
Published: Wiley-VCH Verlag 2017
Subjects:
Online Access:https://eprints.nottingham.ac.uk/41735/
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author Sharpe, Helen R.
Geer, Ana M.
Lewis, William
Blake, Alexander J.
Kays, Deborah L.
author_facet Sharpe, Helen R.
Geer, Ana M.
Lewis, William
Blake, Alexander J.
Kays, Deborah L.
author_sort Sharpe, Helen R.
building Nottingham Research Data Repository
collection Online Access
description The first transition metal catalyzed hydrophosphination of isocyanates is presented. The use of low-coordinate iron(II) precatalysts leads to an unprecedented catalytic double insertion of isocyanates into the P-H bond of diphenylphosphine to yield phosphinodicarboxamides [Ph2PC(=O)N(R)C(=O)N(H)R], a new family of derivatized organophosphorus compounds. This remarkable result can be attributed to the low-coordinate nature of the iron(II) centres whose inherent electron deficiency enables a Lewis-acid mechanism in which a combination of the steric pocket of the metal centre and substrate size determines the reaction products and regioselectivity.
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spelling nottingham-417352020-05-04T18:42:07Z https://eprints.nottingham.ac.uk/41735/ Iron(II) catalyzed hydrophosphination of isocyanates Sharpe, Helen R. Geer, Ana M. Lewis, William Blake, Alexander J. Kays, Deborah L. The first transition metal catalyzed hydrophosphination of isocyanates is presented. The use of low-coordinate iron(II) precatalysts leads to an unprecedented catalytic double insertion of isocyanates into the P-H bond of diphenylphosphine to yield phosphinodicarboxamides [Ph2PC(=O)N(R)C(=O)N(H)R], a new family of derivatized organophosphorus compounds. This remarkable result can be attributed to the low-coordinate nature of the iron(II) centres whose inherent electron deficiency enables a Lewis-acid mechanism in which a combination of the steric pocket of the metal centre and substrate size determines the reaction products and regioselectivity. Wiley-VCH Verlag 2017-04-18 Article PeerReviewed Sharpe, Helen R., Geer, Ana M., Lewis, William, Blake, Alexander J. and Kays, Deborah L. (2017) Iron(II) catalyzed hydrophosphination of isocyanates. Angewandte Chemie International Edition, 56 (17). pp. 4845-4848. ISSN 1521-3773 Hydrophosphination Iron Isocyanates m-terphenyl ligands Homogeneous catalysis http://onlinelibrary.wiley.com/doi/10.1002/anie.201701051/abstract doi:10.1002/anie.201701051 doi:10.1002/anie.201701051
spellingShingle Hydrophosphination
Iron
Isocyanates
m-terphenyl ligands
Homogeneous catalysis
Sharpe, Helen R.
Geer, Ana M.
Lewis, William
Blake, Alexander J.
Kays, Deborah L.
Iron(II) catalyzed hydrophosphination of isocyanates
title Iron(II) catalyzed hydrophosphination of isocyanates
title_full Iron(II) catalyzed hydrophosphination of isocyanates
title_fullStr Iron(II) catalyzed hydrophosphination of isocyanates
title_full_unstemmed Iron(II) catalyzed hydrophosphination of isocyanates
title_short Iron(II) catalyzed hydrophosphination of isocyanates
title_sort iron(ii) catalyzed hydrophosphination of isocyanates
topic Hydrophosphination
Iron
Isocyanates
m-terphenyl ligands
Homogeneous catalysis
url https://eprints.nottingham.ac.uk/41735/
https://eprints.nottingham.ac.uk/41735/
https://eprints.nottingham.ac.uk/41735/