Formation of silicon triazacorrole and tetrabenzotriazacorrole by the ring contraction of the corresponding tetraazaporphyrin ligands

Graphic Silicon-inserted triazacorrole, its μ-oxo dimer, and tetrabenzotriazacorrole have been obtained by ring contraction when metal-free tetraazaporphyrin (TAP) and phthalocyanine (Pc), respectively, were reacted with trichlorohydrosilane (HSiCl 3) in the presence of tributylamine in refluxing be...

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Bibliographic Details
Published in:Tetrahedron letters 2004-02, Vol.45 (8), p.1755-1758
Main Authors: Kobayashi, Nagao, Yokoyama, Masaki, Muranaka, Atsuya, Ceulemans, Arnout
Format: Article
Language:English
Subjects:
Absorption spectra
Phthalocyanines
Porphyrins and analogues
TD-DFT calculations
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Summary:Graphic Silicon-inserted triazacorrole, its μ-oxo dimer, and tetrabenzotriazacorrole have been obtained by ring contraction when metal-free tetraazaporphyrin (TAP) and phthalocyanine (Pc), respectively, were reacted with trichlorohydrosilane (HSiCl 3) in the presence of tributylamine in refluxing benzene. The triazacorrole has very sharp absorption at ca. 400 nm, which is suitable for blue-laser applications.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2003.12.083