Issue 14, 2016

Accessible heavier s-block dihydropyridines: structural elucidation and reactivity of isolable molecular hydride sources

Abstract

The straightforward metathesis of 1-lithio-2-tbutyl-1,2-dihydropyridine using metal tert-butoxide (Na/K) has resulted in the first preparation and isolation of a series of heavier alkali metal dihydropyridines. By employing donors, TMEDA, PMDETA and THF, five new metallodihydropyridine compounds were isolated and fully characterised. Three distinct structural motifs have been observed; a dimer, a dimer of dimers and a novel polymeric dihydropyridylpotassium compound, and the influence of cation π-interactions therein has been discussed. Thermal volatility analysis has shown that these complexes have the potential to be used as simple isolable sodium or potassium hydride surrogates, which is confirmed in test reactions with benzophenone.

Graphical abstract: Accessible heavier s-block dihydropyridines: structural elucidation and reactivity of isolable molecular hydride sources

Supplementary files

Article information

Article type
Paper
Submitted
27 Okt 2015
Accepted
03 Dez 2015
First published
07 Dez 2015

Dalton Trans., 2016,45, 6234-6240

Author version available

Accessible heavier s-block dihydropyridines: structural elucidation and reactivity of isolable molecular hydride sources

S. A. Orr, A. R. Kennedy, J. J. Liggat, R. McLellan, R. E. Mulvey and S. D. Robertson, Dalton Trans., 2016, 45, 6234 DOI: 10.1039/C5DT04224K

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