Synthesis of meso, meso-pyrrole-bridged diporphyrins by Cu(I)-mediated annulation

Chihiro Maeda; Hiroshi Shinokubo; Atsuhiro Osuka

doi:10.1021/ol100448x

Synthesis of meso, meso-pyrrole-bridged diporphyrins by Cu(I)-mediated annulation

Chihiro Maeda, Hiroshi Shinokubo, Atsuhiro Osuka

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

18 Citations (Scopus)

Abstract

Cu(I)-mediated annulation of meso,meso-1,3-butadiyne-bridged Zn(II) diporphyrin with various amines efficiently provided meso,meso'-pyrrole-bridged Zn(II) diporphyrins. Notable intramolecular electronic interactions in these diporphyrins were observed. A starburst porphyrin pentamer was synthesized via Suzuki-Miyaura coupling of N-bromophenylpyrrole-bridged diporphyrin and meso,meso'-diborylated porphyrin.

Original language	English
Pages (from-to)	1820-1823
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	8
DOIs	https://doi.org/10.1021/ol100448x
Publication status	Published - Apr 16 2010
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol100448x

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title = "Synthesis of meso, meso-pyrrole-bridged diporphyrins by Cu(I)-mediated annulation",

abstract = "Cu(I)-mediated annulation of meso,meso-1,3-butadiyne-bridged Zn(II) diporphyrin with various amines efficiently provided meso,meso'-pyrrole-bridged Zn(II) diporphyrins. Notable intramolecular electronic interactions in these diporphyrins were observed. A starburst porphyrin pentamer was synthesized via Suzuki-Miyaura coupling of N-bromophenylpyrrole-bridged diporphyrin and meso,meso'-diborylated porphyrin.",

author = "Chihiro Maeda and Hiroshi Shinokubo and Atsuhiro Osuka",

year = "2010",

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doi = "10.1021/ol100448x",

language = "English",

volume = "12",

pages = "1820--1823",

journal = "Organic Letters",

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T1 - Synthesis of meso, meso-pyrrole-bridged diporphyrins by Cu(I)-mediated annulation

AU - Maeda, Chihiro

AU - Shinokubo, Hiroshi

AU - Osuka, Atsuhiro

PY - 2010/4/16

Y1 - 2010/4/16

N2 - Cu(I)-mediated annulation of meso,meso-1,3-butadiyne-bridged Zn(II) diporphyrin with various amines efficiently provided meso,meso'-pyrrole-bridged Zn(II) diporphyrins. Notable intramolecular electronic interactions in these diporphyrins were observed. A starburst porphyrin pentamer was synthesized via Suzuki-Miyaura coupling of N-bromophenylpyrrole-bridged diporphyrin and meso,meso'-diborylated porphyrin.

AB - Cu(I)-mediated annulation of meso,meso-1,3-butadiyne-bridged Zn(II) diporphyrin with various amines efficiently provided meso,meso'-pyrrole-bridged Zn(II) diporphyrins. Notable intramolecular electronic interactions in these diporphyrins were observed. A starburst porphyrin pentamer was synthesized via Suzuki-Miyaura coupling of N-bromophenylpyrrole-bridged diporphyrin and meso,meso'-diborylated porphyrin.

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M3 - Article

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AN - SCOPUS:77951158757

SN - 1523-7060

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SP - 1820

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JO - Organic Letters

JF - Organic Letters

IS - 8

ER -

Synthesis of meso, meso-pyrrole-bridged diporphyrins by Cu(I)-mediated annulation

Abstract

ASJC Scopus subject areas

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