SILICON PHTHALOCYANINE AND A SILICON NAPHTHALOCYANINE: SYNTHESIS, ELECTROCHEMISTRY, AND ELECTROGENERATED CHEMILUMINESCENCE.

Article abstract of DOI:10.1021/ja00336a019

The synthesis, spectral characterization, and electrochemical behavior of bis(tri-n-hexylsiloxy)(2,3-phthalocyaninato)silicon left bracket SiPc(OR)//2 right bracket , its dimer left bracket RO(SiPcO)//2R right bracket , and its naphthalocyanine analog left bracket SiNc(OR)//2 right bracket are described. All compounds show near-UV absorption corresponding to Soret and N bands and intense absorption in the visible - near-IR region corresponding to Q bands. In CH//2Cl//2, within the solvent stability limit, there are two reductions and one oxidation for SiPc(OR)//2 and two reductions and two oxidations for RO(SiPcO)//2R and SiNc(OR)//2; all appear as reversible one-electron waves, although n equals 2 for the dimer. The difference in the peak potentials of the first oxidation and first reduction waves agrees well with the excitation energy and fluorescence (corresponding to Q bands) of SiPc(OR)//2 and SiNc(OR)//2.