An extremely bulky tris(pyrazolyl)methanide: a tridentate ligand for the synthesis of heteroleptic magnesium(II) and ytterbium(II) alkyl, hydride, and iodide complexes

Ralte Lalrempuia, Andreas Stasch, Cameron Jones

Research output: Contribution to journalArticleResearchpeer-review

40 Citations (Scopus)


The tris(pyrazolyl)methane compound HC(3-Ad-5-Mepz)3 [1, 3-Ad-5-Mepz=3-(1-adamantyl)-5-methylpyrazolyl] and its regioisomer, HC(3-Ad-5-Mepz)2(3-Me-5-Adpz), were synthesized and crystallographically characterized. Deprotonation of 1 with MeLi afforded the lithium complex [{κ3-N-C(3-Ad-5-Mepz)3}Li(thf)], which incorporates a tris(pyrazolyl)methanide ligand of unprecedented bulk. Reaction of 1 with MeMgI gave the ionic coordination complex [{κ3-N-HC(3-Ad-5-Mepz)3}MgMe]I, which was readily deprotonated to afford the neutral compound [{κ3-N-C(3-Ad-5-Mepz)3}MgMe]. The related magnesium butyl compound [{κ3-N-C(3-Ad-5-Mepz)3}MgBu] was prepared from the reaction of 1 and MgBu2. Treating this with LiAlH4 or LiAlD4 led to rare examples of terminal magnesium hydride/deuteride complexes, [{κ3-N-C(3-Ad-5-Mepz)3}MgH/D]. All neutral magnesium alkyl and hydride compounds were crystallographically authenticated. Reaction of [{κ3κN-C(3-Ad-5-Mepz)3}Li(thf)] with [YbI2(thf)2] yielded the first structurally characterized f-block tris(pyrazolyl)methanide complex, [{κ3-N-C(3-Ad-5-Mepz)3}YbI(thf)].
Original languageEnglish
Pages (from-to)447-454
Number of pages8
JournalChemistry - An Asian Journal
Issue number2
Publication statusPublished - 2015


  • calcium
  • magnesium
  • reduction
  • steric bulk
  • ytterbium

Cite this