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

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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:06 May 2021 00:34
      Related URLs:
      URI:https://strathprints.strath.ac.uk/id/eprint/54871
    CORE (COnnecting REpositories)