Flash Communication: An <i>ortho</i>-Trifluoromethylphenyl Substituted Phosphine Ligand for Applications in Gold(I) Catalysis

Synthesis of the new bulky phosphine ligand di-(1‑adamantyl)-2-trifluoromethyphenylphosphine is reported, which coordinates with the trifluoromethyl group projected toward the metal center and exhibits a %<i>V</i> <sub>bur</sub> of 47.3%. Well-defined gold-(I) derivatives demonstrate higher catalytic activity for the cycloisomerization of 4-fluoro-<i>N</i>-(prop-2-yn-1-yl)-benzamide than di-(1‑adamantyl)-2-biphenylphosphine (AdJohnPhos) and di-(1‑adamantyl)-phenylphosphine analogues.

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Publication Details

Journal
Organometallics
Published
2025-08-18
DOI
https://doi.org/10.1021/acs.organomet.5c00240
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
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article

Flash Communication: An ortho-Trifluoromethylphenyl Substituted Phosphine Ligand for Applications in Gold(I) Catalysis

Adrian B. Chaplin, Nil Roig, Itxaso Bustos
Organometallics
Catalytic Alkyne Reactions
article

Flash Communication: An ortho-Trifluoromethylphenyl Substituted Phosphine Ligand for Applications in Gold(I) Catalysis

Adrian B. Chaplin, Nil Roig, Itxaso Bustos
article en

Abstract

Synthesis of the new bulky phosphine ligand di-(1‑adamantyl)-2-trifluoromethyphenylphosphine is reported, which coordinates with the trifluoromethyl group projected toward the metal center and exhibits a %<i>V</i> <sub>bur</sub> of 47.3%. Well-defined gold-(I) derivatives demonstrate higher catalytic activity for the cycloisomerization of 4-fluoro-<i>N</i>-(prop-2-yn-1-yl)-benzamide than di-(1‑adamantyl)-2-biphenylphosphine (AdJohnPhos) and di-(1‑adamantyl)-phenylphosphine analogues.

OrganometallicsVol. 44(17)
Vrije Universiteit Brussel (BE), University of the Basque Country (ES), University of Warwick (GB)
Openalex Percentile: Top 84%
Catalytic Alkyne Reactions
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Flash Communication: An <i>ortho</i>-Trifluoromethylphenyl Substituted Phosphine Ligand for Applications in Gold(I) Catalysis — Adrian B. Chaplin, Nil Roig, et al. · Organometallics (2025) | TGRS Research Map | TGRS