An investigation into the ring-enlargement reactions of boron subphthalocyanine and boron subnaphthalocyanine

<p>Ring enlargement syntheses of axially substituted boron subphthalocyanine and boron subnaphthalocyanine were investigated. The trihexylsiloxy derivatives of subphthalocyanine and subnaphthalocyanine were synthesized. These derivatives were then used in the ring-enlargement trials. Symmetrical and asymmetrical ring-enlargement reactions were carried out in a mixture of toluene and dimethylsulfoxide at room temperature. This study represents the first synthesis of boron subphthalocyanine with trihexylsiloxy group in the axial position and the first investigation into the ring enlargement of boron subnaphthalocyanine in which the axial ligand is a trihexylsiloxy group. Precipitates were formed, and it is believed that the precipitates are the metalfree ring-enlarged products. Characterization by UV-Vis and high resolution mass spectroscopy offer evidence that three of the four reactions were successful.</p>

Name thesis:degree_name

Master of Science (MS)

Level thesis:degree_level

Open Access Thesis

Discipline thesis:degree_discipline

Chemistry

Year

2005

Author dc:creator

• Jones, Andrew Jeremiah

Contributors dc:contributor

• Vance Kennedy, PhD, Chair
• Timothy Friebe, PhD
• Maria Milletti, PhD

• Ring formation (Chemistry)
• Phthalocyanines
• Boron compounds
• Chemistry

Repository record dc:identifier

https://commons.emich.edu/theses/122

OAI identifier oai:identifier

oai:commons.emich.edu:theses-1121