Synthesis and characterization of phthalocyanines with direct Si-Si linkages

Nagao Kobayashi, Fumio Furuya, Gyeong Chang Yug, Hisanobu Wakita, Mitsutoshi Yokomizo, Naoto Ishikawa

Research output: Contribution to journalArticlepeer-review

30 Citations (Scopus)

Abstract

Several cofacial phthalocyanines (Pcs) with an Si-Si linkage were obtained by one-step condensation of 1H-isoindole-1,3(2H)-diimine with hexachlorodisilane as template in quinoline. They were characterized by gel-permeation chromatography, IR, NMR spectroscopy, and mass spectrometry, and cyclic voltammetry. The results strongly suggest that we indeed obtained Pc dimers directly linked by an Si-Si bond using this novel concept of utilizing a compound/salt with an element-element bond as a template. The cofacial dimer structures are reasonably supported by X-ray absorption near-edge structure (XANES), electronic absorption and magnetic circular dichroism (MCD) spectra, and molecular orbital (MO) calculations. Interestingly, they show an electronic absorption spectrum very similar to that of silicon tetrabenztriazacorrole (SiTBC).

Original languageEnglish
Pages (from-to)1474-1484
Number of pages11
JournalChemistry - A European Journal
Volume8
Issue number6
DOIs
Publication statusPublished - 2002 Mar 15

Keywords

  • Electronic structure
  • Phthalocyanines
  • Silicon
  • Structure elucidation
  • Tetrabenztriazacorrole

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Organic Chemistry

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