Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.

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, Advance Article
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, Advance Article , DOI: 10.1039/D0DT00579G

Social activity

Search articles by author