Direct observation of the fructofuranosyl oxocarbenium ion:a critical intermediate in the valorization of carbohydrates

Akien, Geoffrey and Subramaniam, Bala (2013) Direct observation of the fructofuranosyl oxocarbenium ion:a critical intermediate in the valorization of carbohydrates. In: 245th ACS National Meeting, 2013-04-072013-04-12, Louisiana.

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Abstract

We report the first direct observation of the fructofuranosyl oxocarbenium ion by low temperature NMR, a critical intermediate in the valorization of carbohydrates. Due to the relatively high reactivity of fructose, protected fructoses were combined at low temperature with a suitable superacid. While the analogous (secondary) glycopyranosyl cation has so far eluded detection, the increased stability of the tertiary fructofuranosyl oxocarbenium ion is probably responsible for its prolonged lifetime in solution.

Item Type:
Contribution to Conference (Other)
Journal or Publication Title:
245th ACS National Meeting
ID Code:
72571
Deposited By:
Deposited On:
22 Jan 2015 10:17
Refereed?:
Yes
Published?:
Published
Last Modified:
25 Oct 2020 00:42