Optical resolution of methyl phenyl and benzyl methyl sulfoxides and alkyl phenylsulfinates by complexation with chiral host compounds derived from tartaric acid

Toda, Fumio; Tanaka, Kōichi; Okada, Toru

doi:10.1039/c39950000639

Cited by 26 publications

(2 citation statements)

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“…A large variety of methods are described in the literature which allow its enantioselective synthesis. [66][67][68] Furthermore, they are known to be configuration stable. SOCH 3 Ph is a solid at room temperature with a melting point around 26-29 C and a boiling point of 140 C. It should thus have sufficient volatility to be supersonically expanded by using a pickup method.…”

Section: Precision Measurements: Parity-violation Effects In Chiral M...mentioning

confidence: 99%

Tailored molecular samples for precision spectroscopy experiments

Schnell

Küpper

2011

Faraday Discuss.

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The resolution of any spectroscopy experiment is ultimately limited by the observation time. The ability to produce slow, yet intense molecular beams significantly increases the attainable observation time and thus the resolution in the spectroscopic experiment. Such slow molecular samples are ideal starting points for novel precision spectroscopy experiments aiming at, for example, determining the time variation of fundamental constants or the effect of parity violation in chiral molecules. We consider the use of decelerated chiral polar molecules to perform very high-resolution rotational spectroscopy aiming at measuring the energy difference of the two enantiomers due to parity violation. Using molecule velocities around 20 m s(-1) and a microwave resonator consisting of 50 cm-reflectors (in diameter) and a reflector distance of up to one meter, spectral resolutions on the order of only a few Hz become feasible using Fourier transform microwave spectroscopy. This should be sufficient to resolve the parity-violation effect for species containing heavy atoms, such as SOCH3Ph and SeOFI. We also discuss the possibilities to use trapped molecules for high-resolution spectroscopy--and work out their advantages, such as long observation times, and their disadvantages, such as line broadening due to the inhomogeneous trapping fields.

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Section: Precision Measurements: Parity-violation Effects In Chiral M...mentioning

confidence: 99%

Tailored molecular samples for precision spectroscopy experiments

Schnell

Küpper

2011

Faraday Discuss.

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show abstract

“…5,6 On the other hand, several attempts for the preparation of chiral sulfinates bearing a chiral sulfur have been made: transesterification of (À)-menthyl sulfinates with achiral alcohols, 4 conversion of the chiral sulfinamide to the chiral sulfinate, 7 kinetic resolution using hydrolysis in the presence of b-cyclodextrine, 8 the reaction of t-butyl p-toluenesulfinate with chiral Grignard reagents 9 or achiral Grignard reagents in the presence of chiral amino alcohols, 10 and optical resolution of methyl p-tolyl sulfoxide and methyl phenyl sulfoxide with tartaric acid. 11 However, applicability of most of these methods has been limited owing to their low yields or low enantioselectivities. A few reactions for enantioselective synthesis of chiral sulfinates have also been reported.…”

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confidence: 99%