Synthesis 2003(16): 2437-2460  
DOI: 10.1055/s-2003-42460
REVIEW
© Georg Thieme Verlag Stuttgart · New York

Electron-Rich Phosphines in Organic Synthesis II. Catalytic Applications

Donald H. Valentine Jr.a, John H. Hillhouse*b
a 20 Blue Ridge Rd., Ridgefield, CT 06877-2307, USA
e-Mail: dvalentine@snet.net;
b Cytec Canada Inc., P.O. Box 240, Niagara Falls, Ontario, L2E 6T4, Canada
Fax: +1(905)3745819; e-Mail: John_Hillhouse@we.cytec.com;
Further Information

Publication History

Received 4 March 2003
Publication Date:
06 November 2003 (online)

Abstract

A literature survey of the uses of tertiary phosphine ligands in a variety of catalytic organic reactions, with 231 references, is presented. In addition to separate discussions on several specific phosphine ligand catalyzed reactions, a brief overview of phosphine ligand design along with basic methods for their preparation and some physical properties are also discussed. Where possible, the relative advantages of alkyl and aryl phosphines in these often industrially important organic reactions are compared.

  • 1 Introduction

  • 2 Ligand Design

  • 3 Ligand Preparation

  • 3.1 Building Blocks

  • 3.2 Methods for Ligand Preparation

  • 4 Tertiary Phosphine Applications in Catalysis

  • 4.1 Hydroformylations and Hydrogenations

  • 4.2 Palladium Catalyzed Arylation Reactions

  • 4.3 Palladium Catalyzed Additions to Allylic Systems

  • 4.4 Reppe Carbonylations

  • 4.5 Ruthenium Catalysts for Metathesis Polymerization

  • 5 Conclusions

37

Large scale availability of P(cyclo-C6H11)2Cl has been announced.

183

Obtaining fast rates in Heck reactions has been reviewed see: ref. [152a] p 3019-3036.