Jump to main content
Jump to site search

Issue 27, 2018
Previous Article Next Article

Interception of intermediates in phosphine oxidation by mesityl nitrile-N-oxide using frustrated Lewis pairs

Author affiliations

Abstract

Phosphine oxidation by MesCNO is rapid; however, an FLP strategy intercepts the 1,3 addition products including [MesC(R3P)NOB(C6F5)3] (R = Ph 1, p-tol 2), [MesC(Mes2PH)NOB(C6F5)3] 3 (MesC(NOB(C6F5)3)Ph2P)2(CH2)n (n = 2: 4, 3: 5) and [MesC(Ph3P)NOB(C6F4H)3] 6. These species are shown to react with tBuOK or [Bu4N]F permitting the oxidation to proceed via a process involving borane dissociation. Similarly, the equilibrium established by 1 with B(C6F4H)3 and 6 with B(C6F5)3 provides experimental support for the “Cummins mechanism” for these phosphine oxidations.

Graphical abstract: Interception of intermediates in phosphine oxidation by mesityl nitrile-N-oxide using frustrated Lewis pairs

Back to tab navigation

Supplementary files

Article information


Submitted
30 Apr 2018
Accepted
05 Jun 2018
First published
06 Jun 2018

Dalton Trans., 2018,47, 8933-8939
Article type
Paper

Interception of intermediates in phosphine oxidation by mesityl nitrile-N-oxide using frustrated Lewis pairs

K. M. Szkop, D. Zhu, L. E. Longobardi, J. Heck and D. W. Stephan, Dalton Trans., 2018, 47, 8933 DOI: 10.1039/C8DT01717D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.


Social activity

Search articles by author

Spotlight

Advertisements