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Intelligent approach to solvent substitution: the identification of a new class of levoglucosenone derivatives

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Publication details

DateAccepted/In press - 2016
DateE-pub ahead of print - 17 Nov 2016
DatePublished (current) - 20 Dec 2016
Issue number24
Number of pages10
Pages (from-to)3503-3512
Early online date17/11/16
Original languageEnglish


With the increasing restriction and control of hazardous solvents, safer alternatives need to be identified. Here a contemporary approach to solvent selection and substitution is presented that offers a more scientific alternative to the simple “like-for-like” exchange. A new family of levoglucosenonederived compounds is proposed, modeled to determine their solvent properties, synthesized, and tested. These new molecules show promise as replacements for polar aprotic solvents that have chronic toxicity issues, such as dichloromethane, nitrobenzene, and N-methylpyrrolidinone. The success of this approach makes it possible for academia and industry to make calculated, intelligent choices for solvent substitution in the future.

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© 2016, Wiley-VCH. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details

    Research areas

  • biomass, green chemistry, molecular modeling, solvatochromism, solvent effects

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