Abstract <p>The reaction of 1,3-dimethyl-5,6-dihydroindeno[2,1-b]indole with methyl iodide in the presence of cetyltrimethylammonium bromide produced 1,3,5-trimethyl-6<i>H</i>-indeno[2,1-b]indole (L<sup>1</sup>H). The molecular structure of the compound was confirmed by X-ray diffraction analysis. The ligands L<sup>1</sup>H and 5-methyl-5,10-dihydroindeno[1,2-b]indole (L<sup>2</sup>H) were metallated with <i>n</i>-butyllithium in diethyl ether at 0°C to give the corresponding lithium derivatives L<sup>1</sup>Li(Et<sub>2</sub>O)<sub>2</sub> (<b>I</b>) and L<sup>2</sup>Li(Et<sub>2</sub>O)<sub>2</sub> (<b>II</b>). According to the X-ray diffraction data, lithium complex <b>II</b> has a monomeric structure, and the asymmetric unit contains two crystallographically independent molecules of the complex. In molecule <b>IIb</b>, the lithium cation is coordinated to the five-membered ring of the ligand in an η<sup>5</sup>-type, whereas in molecule <b>IIa</b>, coordination occurs in an η<sup>3</sup>-type manner.</p>

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Lithium Derivatives of 5-Methyl-5,10-dihydroindeno[1,2-b]indole and 1,3,5-Trimethyl-6H-dihydroindeno[2,1-b]indole: Synthesis and Molecular Structure

  • A. O. Tolpygin,
  • A. V. Cherkasov,
  • G. K. Fukin,
  • I. E. Nifant’ev,
  • A. A. Trifonov

摘要

Abstract

The reaction of 1,3-dimethyl-5,6-dihydroindeno[2,1-b]indole with methyl iodide in the presence of cetyltrimethylammonium bromide produced 1,3,5-trimethyl-6H-indeno[2,1-b]indole (L1H). The molecular structure of the compound was confirmed by X-ray diffraction analysis. The ligands L1H and 5-methyl-5,10-dihydroindeno[1,2-b]indole (L2H) were metallated with n-butyllithium in diethyl ether at 0°C to give the corresponding lithium derivatives L1Li(Et2O)2 (I) and L2Li(Et2O)2 (II). According to the X-ray diffraction data, lithium complex II has a monomeric structure, and the asymmetric unit contains two crystallographically independent molecules of the complex. In molecule IIb, the lithium cation is coordinated to the five-membered ring of the ligand in an η5-type, whereas in molecule IIa, coordination occurs in an η3-type manner.