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Media type:
E-Article
Title:
Iron(II)‐Catalyzed Hydrophosphination of Isocyanates
Contributor:
Sharpe, Helen R.;
Geer, Ana M.;
Lewis, William;
Blake, Alexander J.;
Kays, Deborah L.
Published:
Wiley, 2017
Published in:
Angewandte Chemie International Edition, 56 (2017) 17, Seite 4845-4848
Language:
English
DOI:
10.1002/anie.201701051
ISSN:
1433-7851;
1521-3773
Origination:
Footnote:
Description:
AbstractThe 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) centers whose inherent electron deficiency enables a Lewis‐acid mechanism in which a combination of the steric pocket of the metal center and substrate size determines the reaction products and regioselectivity.