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Synlett 2011(15): 2270-2271  
DOI: 10.1055/s-0030-1261158
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© Georg Thieme Verlag Stuttgart ˙ New York

[1,2-Bis(phenylsulfinyl)ethane]palladium Acetate

Christina McSweeney*
Chemistry Department and Analytical and Biological Chemical ­Research Facility, University College Cork, Co.Cork, Ireland
e-Mail: 105011272@umail.ucc.ie;
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Publication History

Publication Date:
12 August 2011 (online)

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Introduction

[1,2-Bis(phenylsulfinyl)ethane]palladium acetate 1, the ‘White catalyst’, was developed by M. Christina White and co-workers at the University of Illinois-Urbana. It has been shown to be an excellent, air-stable catalyst for the functionalization of allylic carbon centers. [¹] The bis-­sulfoxide palladium(II) catalyst participates in a number of important reactions including allylic C-H oxidation, [²] inter- and intramolecular alkylations, [³] sequential hydrocarbon functionalization, [4] macrolactonizations, [5] allylic C-H amination [6] and intermolecular oxidative Mizoroki-Heck reactions. [7] These useful transformations allow for rapid access to an array of synthetically useful moieties, such as allylic carboxylates, macrocycles, and amino alcohol deri­vatives.

Figure 1  White catalyst

Bis-sulfoxide palladium(II) acetate complex 1 is commercially available and can also be prepared via routine metal complexation with 1,2-bis(phenylmethanesulfinyl)ethane in dichloromethane at 40 ˚C. [8]

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