Synlett 2014; 25(18): 2671-2672
DOI: 10.1055/s-0034-1379317
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© Georg Thieme Verlag Stuttgart · New York

Rosenthal’s Zirconocene

Julian Linshoeft
Otto-Diels-Institut für Organische Chemie, Universität Kiel, Otto-Hahn-Platz 4, 24098 Kiel, Germany   eMail: jlinshoeft@oc.uni-kiel.de
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Publikationsdatum:
26. September 2014 (online)

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Introduction

The complex Cp2Zr(py)(Me3SiC≡CSiMe3) is a dark purple to black solid and was first synthesized by Uwe Rosenthal and co-workers in 1995.[1] The applications are to some extent similar to those of the Negishi reagent,[2] but Rosenthal’s zirconocene provides some considerable advantages:[3] it is stable in solutions of hydrocarbon solvents and as a solid, and it can be isolated and stored for several months in a glovebox without any noticeable decomposition. This lower reactivity of Rosenthal’s zirconocene in comparison with the Negishi reagent is accompanied by a higher selectivity, broadening the scope of its applications. It plays an important role in organic and inorganic synthesis, as it forms for example zirconacyclopentadienes that can be transformed into a variety of different heterocycles.[4]