Tetraaryltetraanthra[2,3]porphyrins: Synthesis, structure, and optical properties

Mikhail A. Filatov; Stanislav Baluschev; Iliyana Z. Ilieva; Volker Enkelmann; Tzenka Miteva; Katharina Landfester; Sergey E. Aleshchenkov; Andrei V. Cheprakov

doi:10.1021/jo302135q

Tetraaryltetraanthra[2,3]porphyrins: Synthesis, structure, and optical properties

Mikhail A. Filatov
, Stanislav Baluschev
, Iliyana Z. Ilieva
, Volker Enkelmann
, Tzenka Miteva
, Katharina Landfester
, Sergey E. Aleshchenkov
, Andrei V. Cheprakov

Research output: Contribution to journal › Article › peer-review

Abstract

A synthetic route to symmetrical tetraaryltetraanthra[2,3]porphyrins (Ar₄TAPs) was developed. Ar₄TAPs bearing various substituents in meso-phenyls and anthracene residues were prepared from the corresponding pyrrolic precursors. The synthesized porphyrins possess high solubility and exhibit remarkably strong absorption bands in the near-infrared region (790-950 nm). The scope of the method, selection of the peripheral substituents, choice of the metal, and their influence on the optical properties are discussed together with the first X-ray crystallographic data for anthraporphyrin.

Original language	English
Pages (from-to)	11119-11131
Number of pages	13
Journal	Journal of Organic Chemistry
Volume	77
Issue number	24
DOIs	https://doi.org/10.1021/jo302135q
Publication status	Published - 21 Dec 2012
Externally published	Yes

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title = "Tetraaryltetraanthra[2,3]porphyrins: Synthesis, structure, and optical properties",

abstract = "A synthetic route to symmetrical tetraaryltetraanthra[2,3]porphyrins (Ar4TAPs) was developed. Ar4TAPs bearing various substituents in meso-phenyls and anthracene residues were prepared from the corresponding pyrrolic precursors. The synthesized porphyrins possess high solubility and exhibit remarkably strong absorption bands in the near-infrared region (790-950 nm). The scope of the method, selection of the peripheral substituents, choice of the metal, and their influence on the optical properties are discussed together with the first X-ray crystallographic data for anthraporphyrin.",

author = "Filatov, \{Mikhail A.\} and Stanislav Baluschev and Ilieva, \{Iliyana Z.\} and Volker Enkelmann and Tzenka Miteva and Katharina Landfester and Aleshchenkov, \{Sergey E.\} and Cheprakov, \{Andrei V.\}",

year = "2012",

month = dec,

day = "21",

doi = "10.1021/jo302135q",

language = "English",

volume = "77",

pages = "11119--11131",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "24",

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TY - JOUR

T1 - Tetraaryltetraanthra[2,3]porphyrins

T2 - Synthesis, structure, and optical properties

AU - Filatov, Mikhail A.

AU - Baluschev, Stanislav

AU - Ilieva, Iliyana Z.

AU - Enkelmann, Volker

AU - Miteva, Tzenka

AU - Landfester, Katharina

AU - Aleshchenkov, Sergey E.

AU - Cheprakov, Andrei V.

PY - 2012/12/21

Y1 - 2012/12/21

N2 - A synthetic route to symmetrical tetraaryltetraanthra[2,3]porphyrins (Ar4TAPs) was developed. Ar4TAPs bearing various substituents in meso-phenyls and anthracene residues were prepared from the corresponding pyrrolic precursors. The synthesized porphyrins possess high solubility and exhibit remarkably strong absorption bands in the near-infrared region (790-950 nm). The scope of the method, selection of the peripheral substituents, choice of the metal, and their influence on the optical properties are discussed together with the first X-ray crystallographic data for anthraporphyrin.

AB - A synthetic route to symmetrical tetraaryltetraanthra[2,3]porphyrins (Ar4TAPs) was developed. Ar4TAPs bearing various substituents in meso-phenyls and anthracene residues were prepared from the corresponding pyrrolic precursors. The synthesized porphyrins possess high solubility and exhibit remarkably strong absorption bands in the near-infrared region (790-950 nm). The scope of the method, selection of the peripheral substituents, choice of the metal, and their influence on the optical properties are discussed together with the first X-ray crystallographic data for anthraporphyrin.

UR - https://www.scopus.com/pages/publications/84871531183

U2 - 10.1021/jo302135q

DO - 10.1021/jo302135q

M3 - Article

AN - SCOPUS:84871531183

SN - 0022-3263

VL - 77

SP - 11119

EP - 11131

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 24

ER -

Tetraaryltetraanthra[2,3]porphyrins: Synthesis, structure, and optical properties

Abstract

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