3 research outputs found

    Asymmetric Homoenolate Additions to Acyl Phosphonates through Rational Design of a Tailored <i>N</i>‑Heterocyclic Carbene Catalyst

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    A highly selective NHC-catalyzed synthesis of γ-butyro­lactones from the fusion of enals and α-keto­phosphonates has been developed. Computational modeling of competing transition states guided a rational design strategy to achieve enhanced levels of enantio­selectivity with a new tailored <i>C</i><sub>1</sub>-symmetric biaryl-saturated imid­azolium-derived NHC catalyst

    Asymmetric Homoenolate Additions to Acyl Phosphonates through Rational Design of a Tailored <i>N</i>‑Heterocyclic Carbene Catalyst

    No full text
    A highly selective NHC-catalyzed synthesis of γ-butyro­lactones from the fusion of enals and α-keto­phosphonates has been developed. Computational modeling of competing transition states guided a rational design strategy to achieve enhanced levels of enantio­selectivity with a new tailored <i>C</i><sub>1</sub>-symmetric biaryl-saturated imid­azolium-derived NHC catalyst

    NMR Chemical Shifts of Trace Impurities: Industrially Preferred Solvents Used in Process and Green Chemistry

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    The <sup>1</sup>H and <sup>13</sup>C NMR chemical shifts of 48 industrially preferred solvents in six commonly used deuterated NMR solvents (CDCl<sub>3</sub>, acetone-<i>d</i><sub>6</sub>, DMSO-<i>d</i><sub>6</sub>, acetonitrile-<i>d</i><sub>3</sub>, methanol-<i>d</i><sub>4</sub>, and D<sub>2</sub>O) are reported. This work supplements the compilation of NMR data published by Gottlieb, Kotlyar, and Nudelman (J. Org. Chem. 1997, 62, 7512) by providing spectral parameters for solvents that were not commonly utilized at the time of their original report. Data are specifically included for solvents, such as 2-Me-THF, <i>n</i>-heptane, and <i>iso</i>-propyl acetate, which are being used more frequently as the chemical industry aims to adopt greener, safer, and more sustainable solvents. These spectral tables simplify the identification of these solvents as impurities in NMR spectra following their use in synthesis and workup protocols
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