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With the HMDS method, 2,3-diphenylmaleonitrile (3) directly tetramerizes to the corresponding porphyrazine. The direct conversion was not possible in Mg-propoxide method, where the maleonitrile was first converted to the pyrrolinediimine before tetramerization. See: Gan, Q.; Xiong, F.; Li, S.; Wang, S.; Shen, S.; Xu, H.; Yang, G. Inorg. Chem. Commun. 2005, 8, 285.
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0001313513
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These five-membered aromatic maleonitriles are not converted directly to the corresponding porphyrazines. Indirect formation has been reported: Bauer, E. M.; Ercolani, C.; Galli, P.; Popkova, I. A.; Stuzhin, P. A. J. Porphyrins Phthalocyanines 1999, 3, 371.
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note
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3): δ = 43.8, 137.7, 150.7 ppm. MS (MALDI-TOF): m/z = 722. All the compounds obtained are known and in agreement with the reported spectral and analytical data.
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