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Lewis acid-base 1,2-addition reactions: synthesis of pyrylium borates from en-ynoate precursors

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posted on 2024-09-18, 10:18 authored by Lewis Wilkins, Hugh Hamilton, Benson KariukiBenson Kariuki, ASK Hashmi, MM Hansmann, Rebecca MelenRebecca Melen
<p>Treatment of methyl (<em>Z</em>)-2-alken-4-ynoates with the strong Lewis acid tris(pentafluorophenyl) borane, B(C<small><sub>6</sub></small>F<small><sub>5</sub></small>)<small><sub>3</sub></small>, yield substituted zwitterionic pyrylium borate species <em>via</em> an intramolecular 6-<em>endo-dig</em> cyclisation reaction. The supporting information, including figures of the NMR spectra for the compounds and reactions in the paper are included along with experimental procedures. X-ray data are included here which can be visualized using software for X-ray crystal structure determination/visualization which was used to characterise the compounds synthesised. Computation studies by DFT are included.</p><p>Results based upon these data are published at http://doi.org/10.1039/c5dt03340c <br></p><p><br></p>

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Cardiff University-Equipment Account

Engineering and Physical Sciences Research Council

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Software to view NMR spectra e.g. MNova Software to visualise X-ray structures e.g. Mercury Avogadro software to visualise DFT calculations.

Language(s) in dataset

  • English-Great Britain (EN-GB)

Data-collection start date

2015-06-01

Data-collection end date

2016-12-20

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