Abstract
Treatment of 4,5-bis(4-methoxycarbonylphenoxy)phthalonitrile
with Zn(OAc)2 ˙2H2 O and 1,8-diazabicyclo[5.4.0]undec-7-ene
in octan-1-ol or dodecan-1-ol led to base-promoted cyclotetramerization.
Under these conditions, transesterification also occurred to give
the corresponding zinc(II) octakis(4-alkoxycarbonylphenoxyphthalocyanines.
These two macrocycles, together with another two pegylated silicon(IV)
phthalocyanines, were found to be highly efficient sensitizers for
the photooxygenation of a series of alkenes and 1-naphthol. In general,
the zinc(II) analogues exhibit a higher photostability and can be
recycled at least four times without a significant loss of activity.
Key words
phthalocyanines - sensitizers - photooxygenation
reactions - singlet oxygen
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