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

Tools

Robertson, Stuart D. and Kennedy, Alan R. and Liggat, John J. and Mulvey, Robert E. (2015) Facile synthesis of a genuinely alkane-soluble but isolable lithium hydride transfer reagent. Chemical Communications, 51 (25). pp. 5452-5455. ISSN 1359-7345 (https://doi.org/10.1039/C4CC06421F)

[thumbnail of Robertson-etal-CC2015-facile-synthesis-alkane-soluble-isolable-lithium-hydride]
Preview
 PDF. Filename: Robertson_etal_CC2015_facile_synthesis_alkane_soluble_isolable_lithium_hydride.pdf
Accepted Author Manuscript
Download (515kB)| Preview

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.

ORCID iDs

Robertson, Stuart D. ORCID logoORCID: https://orcid.org/0000-0002-9330-8770, Kennedy, Alan R. ORCID logoORCID: https://orcid.org/0000-0003-3652-6015, Liggat, John J. ORCID logoORCID: https://orcid.org/0000-0003-4460-5178 and Mulvey, Robert E. ORCID logoORCID: https://orcid.org/0000-0002-1015-2564;
CORE (COnnecting REpositories)