2019
DOI: 10.1002/macp.201900002
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Trimethylsilylation of Polygalacturonic Acid

Abstract: The trimethylsilylation of polygalacturonic acid is investigated in formamide as reaction medium at elevated temperature employing 1,1,1,3,3,3‐hexamethyldisilazan (HMDS) or trimethylsilyl chloride (TMSCl) in combination with imidazole. The products obtained are characterized by size exclusion chromatography, NMR‐, and IR spectroscopy. Regarding the degree of substitution (DS), HMDS is a more reactive silylation reagent compared to TMSCl/imidazole. Products with DS values of 0.6 are obtained with TMSCl while HM… Show more

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Cited by 4 publications
(3 citation statements)
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“…The peak at 2958 cm −1 was attributed to the saturated C-H stretching vibration, including -CH 2 - and -CH 3 . while the peaks at 1429 cm −1 and 1258 cm −1 were the characteristic absorption peaks of -Si-CH 2 - and -Si-CH 3 , respectively [ 42 ]. The peak at 1011 cm −1 was the characteristic absorption peak of the organic silicon framework Si-O-Si [ 43 ].…”
Section: Resultsmentioning
confidence: 99%
“…The peak at 2958 cm −1 was attributed to the saturated C-H stretching vibration, including -CH 2 - and -CH 3 . while the peaks at 1429 cm −1 and 1258 cm −1 were the characteristic absorption peaks of -Si-CH 2 - and -Si-CH 3 , respectively [ 42 ]. The peak at 1011 cm −1 was the characteristic absorption peak of the organic silicon framework Si-O-Si [ 43 ].…”
Section: Resultsmentioning
confidence: 99%
“…Scheme 17. Silylation of polygalacturonic acid with trimethylsilyl chloride (TMSCl)/imidazole or 1,1,1,3,3,3-hexamethyldisilazane (HMDS) in formamide resulting in trimethylsilyl polygalacturonic acid derivatives (adapted from Würfel et al 2019a)…”
Section: Si-o Bond Formationmentioning
confidence: 99%
“…Scheme 16. Condensation of 3-aminopropyltriethoxysilan with pectin, imine formation with thiophene-1-carbaldehyde, and Pd complexation led to a polysaccharide derivative fit for Suzuki-Miyaura reaction (adapted from Baran 2019) Very recently, a homogeneous approach to prepare silylated pectin derivatives was published employing PGA in dry formamide (FA) with trimethylsilylchloride (TMSCl)/imidazole or 1,1,1,3,3,3-hexamethyldisilazane (HMDS) as reagent (Würfel et al 2019a). The reaction was shown to be more efficient employing HMDS, leading to a trimethylsilyl polygalacturonic acid derivative with a DS of 1.8, on the one hand.…”
Section: Si-o Bond Formationmentioning
confidence: 99%