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W4290973722 endingPage "2290" @default.
W4290973722 startingPage "2281" @default.
W4290973722 abstract "The first synthesis of Pd–PEPPSI N-heterocyclic carbene complexes derived from the abundant and renewable natural product caffeine is reported. The catalysts bearing 3-chloro-pyridine, pyridine, and N-methylimidazole ancillary ligands were readily prepared from the corresponding N9-Me caffeine imidazolium salt by direct deprotonation and coordination to PdX2 in the presence of N-heterocycles or by ligand displacement of PdX2(Het)2. The model Pd–PEPPSI–caffeine complex has been characterized by X-ray crystallography. The complexes were successfully employed in the Suzuki cross-coupling of aryl bromides, Suzuki cross-coupling of amides, Heck cross-coupling, and Sonogashira cross-coupling. Computational studies were employed to determine frontier molecular orbitals and bond order analysis of caffeine-derived Pd–PEPPSI complexes. This class of catalysts offers an entry to utilize benign and sustainable biomass-derived xanthine NHC ligands in the popular Pd–PEPPSI systems in organic synthesis and catalysis." @default.
W4290973722 created "2022-08-13" @default.
W4290973722 creator A5014872169 @default.
W4290973722 creator A5038907801 @default.
W4290973722 creator A5040146694 @default.
W4290973722 creator A5044025336 @default.
W4290973722 creator A5048803225 @default.
W4290973722 creator A5063204393 @default.
W4290973722 creator A5068601986 @default.
W4290973722 creator A5071776704 @default.
W4290973722 creator A5081854187 @default.
W4290973722 date "2022-08-11" @default.
W4290973722 modified "2023-10-18" @default.
W4290973722 title "<b>Pd–PEPPSI N-Heterocyclic Carbene Complexes from Caffeine: Application in Suzuki, Heck, and Sonogashira Reactions</b>" @default.
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