2002
DOI: 10.1016/s0040-4039(02)00773-6
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First observation of the circular dichroism spectra of chiral subphthalocyanines with C3 symmetry

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Cited by 40 publications
(29 citation statements)
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“…In the chemistry of subphthalocyanine and subporphyrazine, peripheral fabrications have been widely used for chromophore tuning or attachment of synthetic handles. Taking advantage of versatile phthalonitrile precursors, peripherally halogenated,12a,b arylated, thioalkylated,12c, 13 nitrated,12d and ethynylated14 subphthalocyanines with diverse electronic properties have been synthesized. In contrast, such synthetic procedures are unknown for subporphyrins, and hence the peripheral fabrication reactions reported here are significant and should provide a useful synthetic platform for further functionalizations of subporphyrins.…”
Section: Introductionmentioning
confidence: 99%
“…In the chemistry of subphthalocyanine and subporphyrazine, peripheral fabrications have been widely used for chromophore tuning or attachment of synthetic handles. Taking advantage of versatile phthalonitrile precursors, peripherally halogenated,12a,b arylated, thioalkylated,12c, 13 nitrated,12d and ethynylated14 subphthalocyanines with diverse electronic properties have been synthesized. In contrast, such synthetic procedures are unknown for subporphyrins, and hence the peripheral fabrication reactions reported here are significant and should provide a useful synthetic platform for further functionalizations of subporphyrins.…”
Section: Introductionmentioning
confidence: 99%
“…These compounds crystallize in the monoclinic system with two pairs of enantiomeric double-deckers per unit cell. Attempts to resolve the two enantiomers of the europium analogue 2 by HPLC (silica-gel column coated with cellulose 2,3,6-tris(3,5-dimethylphenylcarbamate) were not successful due to their limited solubility in hexane-containing solvent systems [23]. Fig.…”
mentioning
confidence: 99%
“…Although ring expansion reaction is highly selective and the A3B phthalocyanine is the major product, this only applies to limited phthalonitriles. It is because the ring expansion reaction is dependent on the experimental conditions and the electronic properties of the reactants (39)(40)(41)(42). Despite the variety of commercially available polymeric supports, phthalonitriles having a functional group that can bind to the polymer and then be separated under acidic or alkaline conditions is limited.…”
Section: Synthesis and Spectroscopic Characterizationmentioning
confidence: 99%