Thermal conversion of primary alcohols to disulfides<i>via</i>xanthate intermediates: an extension to the Chugaev elimination

He, Wei; Ding, Yong; Tu, Jianzhuo; Que, Chuqiang; Yang, Zhanhui; Xu, Jiaxi

doi:10.1039/c8ob00024g

Cited by 14 publications

(4 citation statements)

References 72 publications

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“…Further, 2D-COS spectra (all modifications) also revealed that crosslinking process had a high impact on band intensities in the spectral region of 1200 cm -1 to 850 cm -1 (Figure 4B, Figure 4C). In this region, the spectra are primarily shaped by C-O-C stretching ether linkages and pyranose backbone rings and carbon-oxygen bonds (C-OH), indicating presence of primary alcohols (63). The reduction in intensity of bands in this region could be also a consequence of ester bond formation between carboxyl groups of citric acid (CA) and C-OH of anhydrous glucose units in BC fibrils.…”

Section: Analysis Of Atr-ftir Spectra Of Modified Bcmentioning

confidence: 99%

Superabsorbent crosslinked bacterial cellulose biomaterials for chronic wound dressings

Ciecholewska-Juśko

Żywicka

Junka

et al. 2021

Carbohydrate Polymers

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In this work, we present novel ex situ modification of bacterial cellulose (BC) polymer, that significantly improves its ability to absorb water after drying. The method involves a single inexpensive and easy-to-perform process of BC crosslinking, using citric acid along with catalysts, such as disodium phosphate, sodium bicarbonate, ammonium bicarbonate or their mixtures. In particular, the mixture of disodium phosphate and sodium bicarbonate was the most promising, yielding significantly greater water capacity (over 5 times higher as compared to the unmodified BC) and slower water release (over 6 times as compared to the unmodified BC). Further, our optimized crosslinked BC had over 1.5x higher water capacity than modern commercial dressings dedicated to highly exuding wounds, while exhibiting no cytotoxic effects against fibroblast cell line L929 in vitro. Therefore, our novel BC biomaterial may find application in super-absorbent dressings, designed for chronic wounds with imbalanced moisture level.

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Section: Analysis Of Atr-ftir Spectra Of Modified Bcmentioning

confidence: 99%

Superabsorbent crosslinked bacterial cellulose biomaterials for chronic wound dressings

Ciecholewska-Juśko

Żywicka

Junka

et al. 2021

Carbohydrate Polymers

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“…Starting compounds were prepared according to literature procedures: α-(trifluoromethyl)styrenes [17]; potassium phenethyl xanthogenate [18]; potassium n-hexyl xanthogenate [19]; potassium isoamyl xanthogenate [20]; cyclopentyl xanthogenate [20]; potassium cyclohexyl xanthogenate [20]; potassium isopropyl xanthogenate [21]; potassium tert-butyl xanthogenate [22]; 2,4,6-tris(diphenylamino)-5-fluoroisophthalonitrile (3DPAFIPN) [11].…”

Section: General Informationmentioning

confidence: 99%

Photocatalytic Alkylation of α-(Trifluoromethyl)Styrenes with Potassium Xanthogenates

Supranovich

Dilman

2021

Catalysts

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A protocol for the coupling of potassium xanthogenates with α-(trifluoromethyl)styrenes in the presence of triethyl phosphite is reported. The reaction is carried out under blue light irradiation in the presence of organic photocatalyst 3DPAFIPN. The reaction proceeds via formation of alkyl radicals from readily available xanthogenate salts via oxidative desulfurization and cleavage of the carbon–oxygen bond assisted by triethyl phosphite.

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“…In this region, the spectra are primarily shaped by C-O-C stretching ether linkages and pyranose backbone rings and carbon-oxygen bonds (C-OH), indicating presence of primary alcohols [74]. The reduction in intensity of bands in this region could be also a consequence of ester bond formation between carboxyl groups of citric acid (CA) and C-OH of anhydrous glucose units in BC fibrils.…”

Section: Analysis Of Atr-ftir Spectramentioning

confidence: 99%

Superabsorbent crosslinked bacterial cellulose biomaterials for chronic wound dressings

Ciecholewska-Juśko

Żywicka

Junka

et al. 2020

Preprint

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In this work, we present novel ex situ modification of bacterial cellulose (BC) polymer, that significantly improves its ability to absorb water after drying. The method involves a single inexpensive and easy-to-perform process of BC crosslinking, using citric acid along with catalysts, such as disodium phosphate, sodium bicarbonate, ammonia or their mixtures. In particular, the mixture of disodium phosphate and sodium bicarbonate was the most promising, yielding significantly greater water capacity (over 5 times higher as compared to the unmodified BC) and slower water release (over 6 times as compared to the unmodified BC). Further, our optimized crosslinked BC had over 1.5x higher water capacity than modern commercial dressings dedicated to highly exuding wounds, while exhibiting no cytotoxic effects against fibroblast cell line L929 in vitro. Therefore, our novel BC biomaterial may find application in super-absorbent dressings, designed for chronic wounds with imbalanced moisture level.

show abstract

Thermal conversion of primary alcohols to disulfidesviaxanthate intermediates: an extension to the Chugaev elimination

Cited by 14 publications

References 72 publications

Superabsorbent crosslinked bacterial cellulose biomaterials for chronic wound dressings

Superabsorbent crosslinked bacterial cellulose biomaterials for chronic wound dressings

Photocatalytic Alkylation of α-(Trifluoromethyl)Styrenes with Potassium Xanthogenates

Superabsorbent crosslinked bacterial cellulose biomaterials for chronic wound dressings

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