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1 article(s) from Yager, Brock

Ligand effects, solvent cooperation, and large kinetic solvent deuterium isotope effects in gold(I)-catalyzed intramolecular alkene hydroamination

Ruichen Lan,
Brock Yager,
Yoonsun Jee,
Cynthia S. Day and
Amanda C. Jones

Beilstein J. Org. Chem. 2024, 20, 479–496, doi:10.3762/bjoc.20.43

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Scheme 1: Proposed mechanism and observation of alkylgold intermediates.

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Figure 1: First order alkene decay for urea alkene 1a (0.05 M) hydroamination with [JPhosAu(NCCH₃)]SbF₆ (5, 2...

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Figure 2: Cooperative effect of mixed CD₂Cl₂/MeOH on alkene 1a → 3a conversion with catalyst 5 (2.5 mol %). E...

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Figure 3: Different additive impact on rate of 1a → 3a depending upon catalyst and co-solvent. The data for J...

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Figure 4: (a) Schematic for synthesis of [L–Au–L]SbF₆ where L = JPhos. (b) Perspective drawing of the cation ...

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Figure 5: (a) k_obs for reaction of urea 1a (0.05 M) in DCM with catalyst 5 and titrated CH₃OH/CH₃OD. Data for...

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Figure 6: Rate of urea 1a (0.05 M) hydroamination with JPhosAu(NCCH₃)SbF₆ (2.5 mol %) in CH₂Cl₂ with 5, 25, a...

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Figure 7: Observed rates for the reaction of carbamate 1b (0.03–0.24 M) with JackiephosAuNTf₂ (0.0013 M, 6a) ...

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Figure 8: Influence of catalyst 5 concentration on rate of 1a (0.05 M in CH₂Cl₂ with 0, 10 μL MeOH). Error ba...

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Scheme 2: Proposed alternate mechanism.

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Published 29 Feb 2024

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