Chelating-Group-Assisted C(sp<sup>2</sup>)–O Reductive Elimination at the Gold(III) Center

Herein, we demonstrate chelating-group-assisted C(sp<sup>2</sup>)-O reductive elimination at gold(III) centers. Detailed stoichiometric studies highlighted the importance of a chelating group for achieving successful C-O reductive elimination, paving the way for the development of a catalytic version. The mechanistic investigations, including control experiments, <sup>31</sup>P NMR, mass spectrometry, and density functional theory (DFT) studies, suggested that the synergistic effect of the ligand and chelating group creates a highly coordinated environment around the Au(III) center to facilitate the C(sp<sup>2</sup>)-O bond-forming reaction.

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Publication Details

Journal
Organic Letters
Published
2025-05-01
DOI
https://doi.org/10.1021/acs.orglett.5c01053
Citations
6
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
3.22

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article

Chelating-Group-Assisted C(sp2)–O Reductive Elimination at the Gold(III) Center

Nitin T. Patil, Avishek Das, Sadhana Tripathi, Lisa Roy
6 citations
Organic Letters
Asymmetric Hydrogenation and Catalysis
3.22
article

Chelating-Group-Assisted C(sp2)–O Reductive Elimination at the Gold(III) Center

Nitin T. Patil, Avishek Das, Sadhana Tripathi, Lisa Roy
article en
6 citations

Abstract

Herein, we demonstrate chelating-group-assisted C(sp<sup>2</sup>)-O reductive elimination at gold(III) centers. Detailed stoichiometric studies highlighted the importance of a chelating group for achieving successful C-O reductive elimination, paving the way for the development of a catalytic version. The mechanistic investigations, including control experiments, <sup>31</sup>P NMR, mass spectrometry, and density functional theory (DFT) studies, suggested that the synergistic effect of the ligand and chelating group creates a highly coordinated environment around the Au(III) center to facilitate the C(sp<sup>2</sup>)-O bond-forming reaction.

Organic LettersVol. 27(19)
Indian Institute of Technology Kharagpur (IN), Indian Institute of Science Education and Research, Bhopal (IN)
Council of Scientific and Industrial Research, India, Indian Institute of Science Education and Research Bhopal, Science and Engineering Research Board
Zero hunger
Openalex Percentile: Top 8%
Asymmetric Hydrogenation and Catalysis
3.22
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