Selective synthesis of chlorophosphoramidites using ionic liquids

Eric J. Amigues, Christopher Hardacre, Gillian Keane, Marie E. Migaud, Sarah E. Norman, William R. Pitner

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

A range of chlorophosphoramidites have been prepared in ionic liquids and compared with material synthesised in molecular solvents. Through the use of ionic liquids as reaction media the moisture sensitivity and impurity issues hampering existing traditional synthetic routes have been eased. Not only can stock chemicals be used without purification, but the reactions may be conducted at room temperature and at high concentrations. Furthermore, reaction times are reduced and rapid addition of reagents is possible whilst retaining tight control over product selectivity. Beyond their role as reaction media, ionic liquids also present a unique storage medium for these highly moisture sensitive chlorophosphoramidites.
Original languageEnglish
Pages (from-to)1391-1396
Number of pages6
JournalGreen Chemistry
Volume11
Issue number9
Early online date16 Jun 2009
DOIs
Publication statusPublished - 2009

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Ionic Liquids
Ionic liquids
Moisture
moisture
Purification
purification
Impurities
ionic liquid
temperature
Temperature

Cite this

Amigues, E. J., Hardacre, C., Keane, G., Migaud, M. E., Norman, S. E., & Pitner, W. R. (2009). Selective synthesis of chlorophosphoramidites using ionic liquids. Green Chemistry, 11(9), 1391-1396. https://doi.org/10.1039/B905000K
Amigues, Eric J. ; Hardacre, Christopher ; Keane, Gillian ; Migaud, Marie E. ; Norman, Sarah E. ; Pitner, William R. / Selective synthesis of chlorophosphoramidites using ionic liquids. In: Green Chemistry. 2009 ; Vol. 11, No. 9. pp. 1391-1396.
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Amigues, EJ, Hardacre, C, Keane, G, Migaud, ME, Norman, SE & Pitner, WR 2009, 'Selective synthesis of chlorophosphoramidites using ionic liquids', Green Chemistry, vol. 11, no. 9, pp. 1391-1396. https://doi.org/10.1039/B905000K

Selective synthesis of chlorophosphoramidites using ionic liquids. / Amigues, Eric J.; Hardacre, Christopher; Keane, Gillian; Migaud, Marie E.; Norman, Sarah E.; Pitner, William R.

In: Green Chemistry, Vol. 11, No. 9, 2009, p. 1391-1396.

Research output: Contribution to journalArticle

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Amigues EJ, Hardacre C, Keane G, Migaud ME, Norman SE, Pitner WR. Selective synthesis of chlorophosphoramidites using ionic liquids. Green Chemistry. 2009;11(9):1391-1396. https://doi.org/10.1039/B905000K