Protic N-Heterocyclic Germylenes and Stannylenes: Synthesis and Reactivity

Autor:	Alexander Hepp, F. Ekkehardt Hahn, Christian Schulte to Brinke, Hannah Koppetz, Sergei Krupski
Rok vydání:	2015
Předmět:	Inorganic Chemistry chemistry.chemical_classification Deprotonation Ligand Chemistry Transamination Stereochemistry Organic Chemistry chemistry.chemical_element Reactivity (chemistry) Physical and Theoretical Chemistry Tin Medicinal chemistry
Zdroj:	Organometallics. 34:2624-2631
ISSN:	1520-6041 0276-7333
DOI:	10.1021/om5012616
Popis:	The monoalkylated or monoarylated o-phenylenediamines 1a–d (1a, R = t-Bu; 1b, R = adamantyl; 1c, R = phenyl; 1d, R = mesityl) react via transamination with Ge[N(SiMe3)2]2 or Sn[N(SiMe3)2]2 to give the protic benzimidazolin-2-germylenes 2a–d or the benzimidazolin-2-stannylenes 3a,b. Germylenes 2a,b can be deprotonated to give the salts Na-4a and Na-4b, each containing an anionic N-deprotonated N-heterocyclic germylene. The protic stannylenes 3a,b react with NaH presumably via reduction of the tin(II) center by the deprotonated electron-rich o-phenylenediamine ligand and release of elemental tin. To prevent this reduction, the electron-poor N-H,N′-H-5,6-dibromobenzimidazolin-2-stannylene (5) was prepared and successfully N-deprotonated to give an anionic stannylene in Na-6. The molecular structures of 2a, 3a, and Na-4a were established by X-ray diffraction studies.
Databáze:	OpenAIRE
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