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

Ana Alves Costa Pacheco; James Sherwood; Anna Zhenova; Con R. McElroy; Andrew J. Hunt; Helen L. Parker; Thomas J. Farmer; Andri Constantinou; Mario De bruyn; Adrian C. Whitwood; Warwick Raverty; James H. Clark

doi:10.1002/cssc.201600795

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

Ana Alves Costa Pacheco, James Sherwood, Anna Zhenova, Con R. McElroy, Andrew J. Hunt, Helen L. Parker, Thomas J. Farmer, Andri Constantinou, Mario De bruyn, Adrian C. Whitwood, Warwick Raverty, James H. Clark^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

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.

Original language	English
Pages (from-to)	3503-3512
Number of pages	10
Journal	ChemSusChem
Volume	9
Issue number	24
Early online date	17 Nov 2016
DOIs	https://doi.org/10.1002/cssc.201600795
Publication status	Published - 20 Dec 2016

Bibliographical note

© 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

Keywords

biomass
green chemistry
molecular modeling
solvatochromism
solvent effects

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10.1002/cssc.201600795

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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 (embargo period: 12 months)
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Alves Costa Pacheco, A., Sherwood, J., Zhenova, A., McElroy, C. R., Hunt, A. J., Parker, H. L., Farmer, T. J., Constantinou, A., De bruyn, M., Whitwood, A. C., Raverty, W., & Clark, J. H. (2016). Intelligent approach to solvent substitution: the identification of a new class of levoglucosenone derivatives. ChemSusChem, 9(24), 3503-3512. https://doi.org/10.1002/cssc.201600795

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AU - Hunt, Andrew J.

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AU - Farmer, Thomas J.

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

Abstract

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Keywords

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