Pd-Cu-Ag Trimetallic Synergistic Catalysis for Decarboxylative/Deaminative Coupling of Carboxylic acids with Tertiary Amines
4 affiliations
- 1Department of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven, Belgium, B-3001
- 2College of Chemistry and Chemical Engineering
- 3Shanghai University of Engineering Science
- 4Peoples’ Friendship University of Russia (RUDN University, Miklukho-Maklaya Street 6, Moscow, Russia, 117198
Abstract
Palladium-catalyzed coupling reactions, such as the well-established Suzuki and Hiyama couplings of benzylic ammonium salts, have been widely employed for the synthesis of diphenylmethanes. In contrast, the decarboxylative coupling strategy for constructing such scaffolds remains largely unexplored. This paper reports a Pd-Cu-Ag trimetallic synergistic catalytic system that enables efficient access to diphenylmethane derivatives through C(sp3)–N bond cleavage of amines and decarboxylation of carboxylic acids. This innovative methodology involves the in situ generation of carbene precursors via Pd-catalyzed, electron-deficient alkyne-mediated deamination of tertiary amines, along with the formation of activated nucleophilic species through Cu/Ag-catalyzed decarboxylation of carboxylic acids. The protocol features mild reaction conditions, high efficiency, and excellent functional group tolerance.
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BibTeX
@misc{xie2026pdcuag,
title = {{Pd-Cu-Ag Trimetallic Synergistic Catalysis for Decarboxylative/Deaminative Coupling of Carboxylic acids with Tertiary Amines}},
author = {Yujuan Xie and Liliang Huang and Huangdi Feng and Erik V. Van der Eycken},
howpublished = {ChemRxiv},
year = {2026},
month = oct,
doi = {10.26434/chemrxiv.15010185/v1},
url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010185/v1},
note = {CC BY},
}
RIS
TY - UNPB
TI - Pd-Cu-Ag Trimetallic Synergistic Catalysis for Decarboxylative/Deaminative Coupling of Carboxylic acids with Tertiary Amines
AU - Yujuan Xie
AU - Liliang Huang
AU - Huangdi Feng
AU - Erik V. Van der Eycken
PY - 2026
DA - 2026/10/09
PB - ChemRxiv
DO - 10.26434/chemrxiv.15010185/v1
UR - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010185/v1
AB - Palladium-catalyzed coupling reactions, such as the well-established Suzuki and Hiyama couplings of benzylic ammonium salts, have been widely employed for the synthesis of diphenylmethanes. In contrast, the decarboxylative coupling strategy for constructing such scaffolds remains largely unexplored. This paper reports a Pd-Cu-Ag trimetallic synergistic catalytic system that enables efficient access to diphenylmethane derivatives through C(sp3)–N bond cleavage of amines and decarboxylation of carboxylic acids. This innovative methodology involves the in situ generation of carbene precursors via Pd-catalyzed, electron-deficient alkyne-mediated deamination of tertiary amines, along with the formation of activated nucleophilic species through Cu/Ag-catalyzed decarboxylation of carboxylic acids. The protocol features mild reaction conditions, high efficiency, and excellent functional group tolerance.
ER -