Reactions of Sulfoxides with Benzynes

Wan, Caiwen; Shi, Jiarong; Li, Yang

doi:10.1055/a-1696-4418

Cited by 6 publications

(3 citation statements)

References 47 publications

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“…DMSO is a common polar aprotic solvent which can be used to assess the relative nucleophilicities of a range of compounds [9,10]. In the present case, DMSO itself is acting as the nucleophile; of course, this is the case in the Swern and Kornblum oxidations, as well as in other transformations [11,12].…”

Section: Resultsmentioning

confidence: 99%

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Electrophysiological properties of neurons grown on soft polymer scaffolds reveal the potential to develop neuromimetic culture environments

Evans¹,

al-Shakli

Chari

2019

Integrative Biology

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Tissue engineering methodologies for various physiological systems are seeing a significant trend towards 3D cell culture in or on ‘soft’ polymeric hydrogel materials, widely considered to provide a more biomimetic environment for cell growth versus ‘hard’ materials such as glass or plastic. Progress has been slower with 3D neural cell culture with current studies overwhelmingly reliant on hard substrates. Accordingly, our knowledge of the alterations in electrochemical properties of neurons propagated in soft materials is relatively limited. In this study, primary cortical neurons and glial cells were seeded onto the surface of collagen hydrogels and grown in vitro for 7–8 days. At this time, neurons had formed a complex neurite web interspersed with astrocytes. Neuronal patch clamp recordings revealed voltage-gated Na+ and K+ currents in voltage clamp and action potentials in current clamp. When measured at voltages close to maximum activation, both currents were >1 nA in mean amplitude. When compared to primary cortical neurons cultured on glass coverslips, but otherwise under similar conditions (Evans et al., 2017), the Na+ current from hydrogel neurons was found to be significantly larger although there were no differences in the K+ current amplitude, membrane potential, input resistance or cell capacitance. We speculate that the larger size of the neuronal voltage-dependent Na+ current in the hydrogels is related to the better biomimetic properties of the soft material, being close to values reported for neurons recorded in brain slices. The results highlight the potential benefits offered by neuronal culture on soft and biomimetic polymeric materials for neural tissue engineering studies.

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Section: Resultsmentioning

confidence: 99%

“…itself is acting as the nucleophile; of course, this is the case in the Swern and Kornblum oxidations, as well as in other transformations [11,12]. Scheme 1.…”

Section: Resultsmentioning

confidence: 99%

Electrophysiological properties of neurons grown on soft polymer scaffolds reveal the potential to develop neuromimetic culture environments

Evans¹,

al-Shakli

Chari

2019

Integrative Biology

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“…Our group has been committed to developing new methodology related to benzyne chemistry . Recently, inspired by the works of benzyne insertion into the SO bond and the reactions of benzyne with organoselenium compounds, we developed a new method on the benzyne insertion into the SeO bond (Figure a) . By changing the substrate structures, two types of organoselenium compounds were synthesized with high selectivity.…”

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confidence: 99%

Two Cascade Processes Initiated by the Insertion of Benzyne into the Se═O Bond

et al. 2023

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Two sets of cascade processes have been realized, both of which were initiated with a benzyne insertion into the SeO bond. The key factors to differentiate these processes are based on the structures of diaryl selenium oxides and reaction conditions. When diaryl selenium oxides containing an ortho weak σ-electron-withdrawing group were used, triarylselenonium salts were obtained at room temperature, while ortho-(aryloxy)phenyl phenyl selanes could be produced from diaryl selenium oxides at 100 °C.

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