Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 21st October 2020 from 07:00 AM to 07:00 PM (BST).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.

Issue 16, 2020
Previous Article Next Article

The phosphinoboration of acyl chlorides

Author affiliations


This investigation examines the reactivity of phosphinoboronate esters Ph2PBpin (pin = 1,2-O2C2Me4) and Ph2PBcat (cat = 1,2-O2C6H4), as well as other phosphinoboron species, with various aryl and aliphatic acyl chlorides. These reactions proceed smoothly to give acyl phosphines of the type RC(O)PR′2 along with loss of a boron-chloride compound. In some cases, a second equivalent of the phosphinoboron species can add to the C[double bond, length as m-dash]O double bond at elevated temperatures to give the corresponding diphosphines RC(OBR′′2)(PR′2)2. These ambiphilic diphosphines behave like substituted (1,1-bis(diphenylphosphino)methane) derivatives in a reaction of PhC(OBpin)(PPh2)2 (2a) with (η5-C9H7)Rh(η2-coe)2 (coe = cis-cyclooctene) affording the indenyl rhodium complex (η5-C9H7)Rh(PhC(OBpin)(PPh2)2) (3a) where the phosphines are bound to the metal centre in a κ2-P,P bidentate manner.

Graphical abstract: The phosphinoboration of acyl chlorides

Back to tab navigation

Supplementary files

Article information

16 Feb 2020
05 Mar 2020
First published
06 Mar 2020

Dalton Trans., 2020,49, 5092-5099
Article type

The phosphinoboration of acyl chlorides

M. C. Murphy, A. Trofimova, J. H. W. LaFortune, C. M. Vogels, S. J. Geier, J. F. Binder, C. L. B. Macdonald, D. W. Stephan and S. A. Westcott, Dalton Trans., 2020, 49, 5092
DOI: 10.1039/D0DT00579G

Social activity

Search articles by author