Efficient and Recyclable Phthalocyanine-Based Sensitizers for Photooxygenation Reactions

[摘要]：Treatment of 4,5-bis(4-methoxycarbonylphenoxy)phthalonitrile with Zn(OAc)(2)center dot 2H(2)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(W) phthalocyanines, were found to be highly efficient sensitizers tor 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.

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