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Cited by 531

The DOI matches its Crossref record; 63 of the 63 references it cites were found in a registry or an index.

Developing Ligands for Palladium(II)-Catalyzed C–H Functionalization: Intimate Dialogue between Ligand and Substrate

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Engle, Keary M., Yu, Jin-Quan·2013·The Journal of Organic Chemistry

Abstract

Homogeneous transition-metal-catalyzed reactions are indispensable to all facets of modern chemical synthesis. It is thus difficult to imagine that for much of the early 20th century, the reactivity and selectivity of all known homogeneous metal catalysts paled in comparison to their heterogeneous and biological counterparts. In the intervening decades, advances in ligand design bridged this divide, such that today some of the most demanding bond-forming events are mediated by ligand-supported homogeneous metal species. While ligand design has propelled many areas of homogeneous catalysis, in the field of Pd(II)-catalyzed C-H functionalization, suitable ligand scaffolds are lacking, which has hampered the development of broadly practical transformations based on C-H functionalization logic. In this Perspective, we offer an account of our research employing three ligand scaffolds, mono-N-protected amino acids, 2,6-disubstituted pyridines, and 2,2'-bipyridines, to address challenges posed by several synthetically versatile substrate classes. Drawing on this work, we discuss principles of ligand design, such as the need to match a ligand to a particular substrate class, and how ligand traits such as tunability and modularity can be advantageous in reaction discovery.

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Metadata

Authors
Engle, K. M., & Yu, J.-Q.
Venue
The Journal of Organic Chemistry
Published
2013-05-03
Volume
78
Issue
18
Pages
8927-8955
ISSN
  • 0022-3263 (ISSN-L)
  • 1520-6904
OpenAlex
W2046348943
Cited by
531
References
63
FWCI
29.37
Type
journal article
Language
en
Open access
green

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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

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