Axial ligand exchange reactions of meso-aryl subporphyrins - Axially fluoro-substituted subporphyrin and a μ-oxo dimer and trimer of subporphyrins

Soji Shimizu, Atsushi Matsuda, Nagao Kobayashi

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

High reactivity of the boron atom of mesoaryl subporphyrins enables the introduction of a broad range of functional groups to its axial position. Axially fluoro-substituted subporphyrins were easily synthesized upon treatment of axially hydroxyl-substituted subporphyrins with BF3· OEt2. Homogeneous μ-oxo dimers of subporphyrins were formed by heating monomers in the presence of triethylamine under a high vacuum. A heterogeneous subporphyrin - phthalocyanine-subporphyrin trimer was selectively formed from the respective monomers under similar reaction conditions. Structures of these molecules were elucidated by 1H NMR spectra and a single-crystal X-ray diffraction analysis, and the interactions between neighboring chromophores in the dimeric systems were estimated from absorption and magnetic circular dichroism spectra.

Original languageEnglish
Pages (from-to)7885-7890
Number of pages6
JournalInorganic Chemistry
Volume48
Issue number16
DOIs
Publication statusPublished - Aug 17 2009
Externally publishedYes

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trimers
Dimers
monomers
Monomers
dimers
Ligands
ligands
Boron
Chromophores
high vacuum
Hydroxyl Radical
X ray diffraction analysis
Functional groups
chromophores
dichroism
boron
reactivity
Nuclear magnetic resonance
Single crystals
Vacuum

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

Cite this

Axial ligand exchange reactions of meso-aryl subporphyrins - Axially fluoro-substituted subporphyrin and a μ-oxo dimer and trimer of subporphyrins. / Shimizu, Soji; Matsuda, Atsushi; Kobayashi, Nagao.

In: Inorganic Chemistry, Vol. 48, No. 16, 17.08.2009, p. 7885-7890.

Research output: Contribution to journalArticle

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