Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2001 Sep 3;40(17):3208-3210.
doi: 10.1002/1521-3773(20010903)40:17<3208::AID-ANIE3208>3.0.CO;2-U.

The Fate of Bis(η3 -allyl)palladium Complexes in the Presence of Aldehydes (or Imines) and Allylic Chlorides: Stille Coupling versus Allylation of Aldehydes (or Imines)

Hiroyuki Nakamura  1 , Ming Bao  1 , Yoshinori Yamamoto  1
Affiliations

The Fate of Bis(η3 -allyl)palladium Complexes in the Presence of Aldehydes (or Imines) and Allylic Chlorides: Stille Coupling versus Allylation of Aldehydes (or Imines)

Hiroyuki Nakamura et al. Angew Chem Int Ed Engl. .

Abstract

The mere presence or absence of PPh3 suffices to control the reactivity of bis(η3 -allyl)palladium complexes. In the absence of PPh3 they undergo chemoselective allylic addition to aldehydes or imines, even in the presence of allylic chlorides, whereas in the presence of PPh3 the Stille coupling reaction takes place chemoselectively, even when aldehydes or imines are also present.

Keywords: C−C coupling; Stille coupling; allyl ligands; allylation; palladium.

PubMed Disclaimer

LinkOut - more resources