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Triarylborane Catalyzed Alkenylation Reactions of Aryl Esters with Diazo-Compounds - dataset

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posted on 2024-09-18, 10:50 authored by Ayan DasguptaAyan Dasgupta, Katarina StefkovaKatarina Stefkova, R Babaahmadi, Lukas GierlichsLukas Gierlichs, A Ariafard, Rebecca MelenRebecca Melen

Herein we report a facile, mild reaction protocol to form carbon-carbon bonds in the absence of transition metal catalysts. We demonstrate the metal-free alkenylation reactions of aryl esters with α-diazoesters to give highly functionalized enyne products. Catalytic amounts of tris(pentafluorophenyl)borane (10–20 mol%) are employed to afford the C=C coupled products (31 examples) in good to excellent yields (36–87%). DFT studies have been undertaken to elucidate the mechanism for this alkenylation reaction.

Data includes experimental procedures, raw NMR and X-ray data.

Research results based upon these data are published at http://doi.org/10.1002/anie.202007176


Funding

Expanding the Boundaries in Main Group Chemistry: New Boranes for Novel Reactivity

Engineering and Physical Sciences Research Council

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Main group catalysis: Chiral borenium cations (2016-11-01 - 2020-06-05); Melen, Rebecca. Funder: The Leverhulme Trust:RPG-2016-020

History

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Mercury, MNova

Data-collection start date

2019-06-01

Data-collection end date

2020-06-05

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    School of Chemistry

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