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

Orr, Samantha A. and Kennedy, Alan R. and Liggat, John J. and McLellan, Ross and Mulvey, Robert E. and Robertson, Stuart D. (2016) Accessible heavier s-block dihydropyridines : structural elucidation and reactivity of isolable molecular hydride sources. Dalton Transactions, 45 (14). pp. 6234-6240. ISSN 1477-9234 (https://doi.org/10.1039/C5DT04224K)

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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.

ORCID iDs

Orr, Samantha A. ORCID logoORCID: https://orcid.org/0000-0001-9295-9312, Kennedy, Alan R. ORCID logoORCID: https://orcid.org/0000-0003-3652-6015, Liggat, John J. ORCID logoORCID: https://orcid.org/0000-0003-4460-5178, McLellan, Ross ORCID logoORCID: https://orcid.org/0000-0001-9700-0258, Mulvey, Robert E. ORCID logoORCID: https://orcid.org/0000-0002-1015-2564 and Robertson, Stuart D. ORCID logoORCID: https://orcid.org/0000-0002-9330-8770;
  • Item type:Article
    ID code:54871
    Dates:
    Date
    Event
    14 April 2016
    Published
    7 December 2015
    Published Online
    3 December 2015
    Accepted
    Keywords:dihydropyridines, DHP chemistry, metallodihydropyridine, Chemistry, Chemistry(all)
    Subjects:Science > Chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:11 Dec 2015 01:50
    Last modified:05 Feb 2023 02:42
    Related URLs:
    URI:https://strathprints.strath.ac.uk/id/eprint/54871
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