Facile synthesis of a genuinely alkane-soluble but isolable lithium hydride transfer reagent

Stuart D. Robertson; Alan R. Kennedy; John J. Liggat; Robert E. Mulvey

doi:10.1039/C4CC06421F

Facile synthesis of a genuinely alkane-soluble but isolable lithium hydride transfer reagent

Stuart D. Robertson, Alan R. Kennedy, John J. Liggat, Robert E. Mulvey

Pure And Applied Chemistry

Research output: Contribution to journal › Article

28 Citations (Scopus)

104 Downloads (Pure)

Abstract

1-lithio-2-butyl-1,2-dihydropyridines, typically formed as intermediates in the nucleophilic substitution (addition/elimination) of pyridine with (n- or t-) butyl lithium, have been isolated and comprehensively characterized. The linear substituted isomer is polymeric while the branched substituted isomer is a cyclotrimer. The lower oligomerization of the latter complex confers exceptional hexane solubility making it an excellent lithium hydride source in non-polar, aliphatic media.

Original language	English
Pages (from-to)	5452-5455
Number of pages	4
Journal	Chemical Communications
Volume	51
Issue number	25
Early online date	10 Sep 2014
DOIs	https://doi.org/10.1039/C4CC06421F
Publication status	Published - 28 Mar 2015

Keywords

crystallography
isomers
hexane solubility

Access to Document

10.1039/C4CC06421F

Robertson-etal-CC2015-facile-synthesis-alkane-soluble-isolable-lithium-hydrideAccepted author manuscript, 503 KB

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Robertson, S. D., Kennedy, A. R., Liggat, J. J., & Mulvey, R. E. (2015). Facile synthesis of a genuinely alkane-soluble but isolable lithium hydride transfer reagent. Chemical Communications, 51(25), 5452-5455. https://doi.org/10.1039/C4CC06421F

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