β-Hydride and β-heteroatom eliminations are competitive processes in many Pd-catalysed reactions but general strategies for controlling this selectivity have not been established. Now, a mechanistic study of Pd-alkyl complexes demonstrates that the choice of phosphine ligands and leaving groups controls selectivity.
This is a preview of subscription content, access via your institution
Access options
Subscribe to this journal
Receive 12 digital issues and online access to articles
$119.00 per year
only $9.92 per issue
Buy this article
- Purchase on Springer Link
- Instant access to full article PDF
Prices may be subject to local taxes which are calculated during checkout
References
Hartwig, J. F. Organotransition Metal Chemistry: From Bonding to Catalysis (University Science Books, 2010).
Beletskaya, I. P. & Cheprakov, A. V. Chem. Rev. 100, 3009–3066 (2000).
Rudolph, A. & Lautens, M. Angew. Chem. Int. Ed. Engl. 48, 2656–2670 (2009).
Le Bras, J. & Muzart, J. Tetrahedron 68, 10065–10113 (2012).
Zhao, H., Ariafard, A. & Lin, Z. Organometallics 25, 812–819 (2006).
Bogdos, M. K., Stepanović, O., Bismuto, A., Luraschi, M. G. & Morandi, B. Nat. Synth. https://doi.org/10.1038/s44160-022-00145-x (2022).
Schoenebeck, F. in Understanding Organometallic Reaction Mechanisms and Catalysis: Computational and Experimental Tools Ch. 4 (Wiley, 2014).
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
Competing interests
The authors declare no competing interests.
Rights and permissions
About this article
Cite this article
Yang, MH., Altman, R.A. β-Elimination rules for Pd. Nat. Synth 1, 753–754 (2022). https://doi.org/10.1038/s44160-022-00144-y
Published:
Issue Date:
DOI: https://doi.org/10.1038/s44160-022-00144-y
