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Synthesize and characterize novel 16 pi electron octaalkyltetraphenylporphyrin complexes to evaluate their structural and aromatic properties.

September 30, 2005Journal of the American Chemical Society

Synthesis and Structure of 16 π Octaalkyltetraphenylporphyrins

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Authors

YYYohsuke YamamotoHiroshima University AYAkihiro YamamotoHiroshima University SFShin‐ya FurutaHiroshima University

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Implication

Chemical synthesis study reveals the formation of 16 pi nonaromatic octaalkyltetraphenylporphyrins via thionyl chloride oxidation, demonstrating unprecedented nonaromatic porphyrin structures.

Key Points

Synthesize and characterize novel 16 pi electron octaalkyltetraphenylporphyrin complexes to evaluate their structural and aromatic properties.
Treated dilithium octaethyltetraphenylporphyrin (OETPPLi2) and dilithium octaisobutyltetraphenylporphyrin (OisoBuTPPLi2) with thionyl chloride (SOCl2) to yield oxidized products.
Characterized the molecular configurations and optical properties of the isolated complexes using single-crystal X-ray analysis and UV-vis absorption spectroscopy.
Successfully isolated oxidized octaethyltetraphenylporphyrin and newly prepared octaisobutyltetraphenylporphyrin complexes.
Confirmed via X-ray crystallographic and UV-vis spectroscopic data that these compounds represent the first documented examples of 16 pi nonaromatic porphyrins.

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Yamamoto et al. (2005) studied this question.

synapsesocial.com/papers/6a9c6cabc31a9c91d37e6a2d https://doi.org/10.1021/ja052842+

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Implication

Chemical synthesis study reveals the formation of 16 pi nonaromatic octaalkyltetraphenylporphyrins via thionyl chloride oxidation, demonstrating unprecedented nonaromatic porphyrin structures.

Synthesis and Structure of 16 π Octaalkyltetraphenylporphyrins

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Key Points

Cite This Study

Synthesis and Structure of 16 π Octaalkyltetraphenylporphyrins

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Implication

Key Points

Cite This Study

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