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Synfacts 2020; 16(09): 1085
DOI: 10.1055/s-0040-1706757
DOI: 10.1055/s-0040-1706757
Polymer-Supported Synthesis
α-Arylation of Nitriles Catalyzed by Palladium Nanoparticles in Proline-Based Micelles
Bihani M,
Ansari TN,
Finck L,
Bora PP,
Jasinski JB,
Pavuluri B,
Leahy DK,
*,
Handa S.
*
Takeda Pharmaceuticals International, Cambridge and University of Louisville, USA
Scalable α-Arylation of Nitriles in Aqueous Micelles Using Ultrasmall Pd Nanoparticles: Surprising Formation of Carbanions in Water.
ACS Catal. 2020;
10: 6816-6821
Scalable α-Arylation of Nitriles in Aqueous Micelles Using Ultrasmall Pd Nanoparticles: Surprising Formation of Carbanions in Water.
ACS Catal. 2020;
10: 6816-6821
Significance
Palladium nanoparticles in micelles of a proline-based amphiphile (PdNPs@micelles), generated in situ (eq. 1), promoted the α-arylation of arylacetonitriles with aryl bromides to give the corresponding α-arylated products in up to 92% yield (eq. 2).
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Comment
The PdNPs were characterized by means of 31P NMR, HRTEM, and EDAX analyses. A heterogeneous and amphiphilic vesicular Pd catalyst has been previously reported (see, for example: G. Hamasaka, T. Muto, Y. Uozumi Angew. Chem. Int. Ed. 2011, 50, 4876).
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Publication History
Article published online:
18 August 2020
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