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 dec 2015
First published
07 dec 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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements