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American Chemical Society, Organic Letters, 25(9), p. 5291-5294, 2007

DOI: 10.1021/ol702481x

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Multigram Synthesis of a Water-Soluble Porphyrazine and Derivedseco-Porphyrazine Labeling Agents

This paper is available in a repository.
This paper is available in a repository.

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Abstract

Porphyrazine III has been synthesized on a large scale (18.4 g), with minimal chromatographic purification by employing a novel one-pot, 3-step sequence. Two dinitrile precursors I and II, the latter of which consisted of a mixture of geometric isomers, were transformed, via the corresponding pyrroline diimines, into a mixture of III and the octa-Ar1-porphyrazine. Isolated macrocycle III was subsequently transformed into IV, a water-soluble seco-porphyrazine suitable for the labeling of biological vectors.