Synthesis of a phosphorus-containing hybrid porphyrin

Yoshihiro Matano; Takashi Nakabuchi; Tooru Miyajima; Hiroshi Imahori; Haruyuki Nakano

doi:10.1021/ol0622763

Synthesis of a phosphorus-containing hybrid porphyrin

Yoshihiro Matano, Takashi Nakabuchi, Tooru Miyajima, Hiroshi Imahori, Haruyuki Nakano

Multidisciplinary chemistry

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57 Citations (Scopus)

Abstract

(Diagram presented) A phosphorus-containing hybrid porphyrin was successfully prepared via the BF₃-promoted dehydrative condensation between σ⁴-phosphatripyrrane and 2,5-bis[hydroxy(phenyl)methyl] thiophene. The NMR and UV-vis absorption spectra, electrochemical measurements, and DFT calculations revealed that the σ³-P,N ₂,S-hybrid porphyrin exhibits high aromaticity as an 18π-electron system in terms of both geometric and magnetic criteria.

Original language	English
Pages (from-to)	5713-5716
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	25
DOIs	https://doi.org/10.1021/ol0622763
Publication status	Published - Dec 7 2006

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "(Diagram presented) A phosphorus-containing hybrid porphyrin was successfully prepared via the BF3-promoted dehydrative condensation between σ4-phosphatripyrrane and 2,5-bis[hydroxy(phenyl)methyl] thiophene. The NMR and UV-vis absorption spectra, electrochemical measurements, and DFT calculations revealed that the σ3-P,N 2,S-hybrid porphyrin exhibits high aromaticity as an 18π-electron system in terms of both geometric and magnetic criteria.",

author = "Yoshihiro Matano and Takashi Nakabuchi and Tooru Miyajima and Hiroshi Imahori and Haruyuki Nakano",

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journal = "Organic Letters",

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T1 - Synthesis of a phosphorus-containing hybrid porphyrin

AU - Matano, Yoshihiro

AU - Nakabuchi, Takashi

AU - Miyajima, Tooru

AU - Imahori, Hiroshi

AU - Nakano, Haruyuki

PY - 2006/12/7

Y1 - 2006/12/7

N2 - (Diagram presented) A phosphorus-containing hybrid porphyrin was successfully prepared via the BF3-promoted dehydrative condensation between σ4-phosphatripyrrane and 2,5-bis[hydroxy(phenyl)methyl] thiophene. The NMR and UV-vis absorption spectra, electrochemical measurements, and DFT calculations revealed that the σ3-P,N 2,S-hybrid porphyrin exhibits high aromaticity as an 18π-electron system in terms of both geometric and magnetic criteria.

AB - (Diagram presented) A phosphorus-containing hybrid porphyrin was successfully prepared via the BF3-promoted dehydrative condensation between σ4-phosphatripyrrane and 2,5-bis[hydroxy(phenyl)methyl] thiophene. The NMR and UV-vis absorption spectra, electrochemical measurements, and DFT calculations revealed that the σ3-P,N 2,S-hybrid porphyrin exhibits high aromaticity as an 18π-electron system in terms of both geometric and magnetic criteria.

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JO - Organic Letters

JF - Organic Letters

IS - 25

ER -

Synthesis of a phosphorus-containing hybrid porphyrin

Abstract

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