Bulky aminotroponiminate-stabilized germylene monochloride and its alkyne derivatives

Rahul Kumar Siwatch, Subrata Kundu, Dinesh Kumar, Selvarajan Nagendran

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41 Scopus citations

Abstract

By means of a two-step synthetic route, aminotroponimine [(t-Bu) 2ATI]H (3) with a tert-butyl substituent on the nitrogen atoms has been synthesized from 2-(tosyloxy)tropone. Lithiation of 3 with n-BuLi in THF afforded the lithium salt [(t-Bu)2ATI]Lia·(THF)2 (4). Reaction of 4 with GeCl2.(1,4-dioxane) resulted in the germylene monochloride complex [(t-Bu)2ATI]GeCl (5). Treatment of 5 with the lithium derivative of ethynyl ferrocene [(C5H5)Fe(C 5H4)C≡CH] (6) and phenyl acetylene (C 6H5C≡CH) (7) gave the corresponding alkynyl germylene complexes [(t-Bu)2ATI]GeC≡C(C5H 4)Fe(C5H5) (8) and [(t-Bu)2ATI] GeC≡CC6H5 (9), respectively. Compounds 3, 4, 5, 8, and 9 have been characterized by elemental analysis and various spectroscopic (multinuclear NMR, mass, and IR) techniques. Further confirmation came from the single-crystal X-ray structural studies on all these compounds. The structure of the alkynyl germylenes reveals the presence of a slightly bent Ge(II)-C≡C moiety [bond angle in 8 168.4(3)° and 9 170.8(2)°].

Original languageEnglish
Pages (from-to)1998-2005
Number of pages8
JournalOrganometallics
Volume30
Issue number7
DOIs
StatePublished - 11 Apr 2011
Externally publishedYes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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