Synlett 2008(10): 1440-1448  
DOI: 10.1055/s-2008-1078425
ACCOUNT
© Georg Thieme Verlag Stuttgart · New York

Recent Developments on Hemilabile P,O-Type Ligands in Cross-Coupling Reactions

Fuk Yee Kwong*a,b, Albert S. C. Chan*a,b
a Open Laboratory of Chirotechnology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The Hong Kong Polytechnic University, Hong Kong, P. R. of China
b Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, P. R. of China
e-Mail: bcfyk@inet.polyu.edu.hk; e-Mail: bcachan@polyu.edu.hk;
Further Information

Publication History

Received 22 February 2008
Publication Date:
16 May 2008 (online)

Abstract

This review describes the concepts of and recent developments on monophosphine P,O-type ligands. The attractive synthetic pathways to these ligands are highlighted, and the applications of the ligands in cross-coupling reactions are fully illustrated. The hemilabile properties of P,O-type ligands on complexation with transition metals are also discussed.

1 Introduction

2 Different P,O-Type Ligands

2.1 P,O-Type Ligands with an Acetal Moiety

2.2 P,O-Type Ligands with a Sulfonyl Group

2.3 P,O-Type Ligands with an Amido Group

3 Chirality of P,O-Type Ligands

4 Achiral P,O-Type Ligands with a Ferrocenyl Scaffold

5 Conclusion

26

31P NMR spectroscopy showed no detectable phosphine oxide signal after storage for one month under air.

28

Kwong, F. Y.; Chan, A. S. C. unpublished results.

31

Kwong, F. Y.; Choi, C. F.; Chen, G.; Chan, A. S. C. unpublished results.