Synthesis of carbazole-based selenaporphyrin via annulation

Motoki Masuda; Chihiro Maeda; Naoki Yoshioka

doi:10.1021/ol303392g

Synthesis of carbazole-based selenaporphyrin via annulation

Motoki Masuda
, Chihiro Maeda
, Naoki Yoshioka

応用化学科

研究成果: Article › 査読

40 被引用数 (Scopus)

抄録

Cu(I)-mediated alkoxylation of doubly 1,3-butadiyne-bridged carbazole dimer 1, followed by acid-catalyzed cyclization, provided furan-bridged carbazole dimer 3, while annulation reaction of 1 with selenium in the presence of hydrazine monohydrate provided selenophene-bridged carbazole dimer 5a. Oxidation of isophlorin 5a afforded carbazole-based selenaporphyrin 5b, which possessed distinct aromaticity and produced intensified and red-shifted absorption bands in the near-IR region.

本文言語	English
ページ（範囲）	578-581
ページ数	4
ジャーナル	Organic Letters
巻	15
号	3
DOI	https://doi.org/10.1021/ol303392g
出版ステータス	Published - 2013 2月 1

ASJC Scopus subject areas

生化学
物理化学および理論化学
有機化学

文献へのアクセス

10.1021/ol303392g

他のファイルとリンク

引用スタイル

@article{a654d25641de4941b40024a30f4be897,

title = "Synthesis of carbazole-based selenaporphyrin via annulation",

abstract = "Cu(I)-mediated alkoxylation of doubly 1,3-butadiyne-bridged carbazole dimer 1, followed by acid-catalyzed cyclization, provided furan-bridged carbazole dimer 3, while annulation reaction of 1 with selenium in the presence of hydrazine monohydrate provided selenophene-bridged carbazole dimer 5a. Oxidation of isophlorin 5a afforded carbazole-based selenaporphyrin 5b, which possessed distinct aromaticity and produced intensified and red-shifted absorption bands in the near-IR region.",

author = "Motoki Masuda and Chihiro Maeda and Naoki Yoshioka",

year = "2013",

month = feb,

day = "1",

doi = "10.1021/ol303392g",

language = "English",

volume = "15",

pages = "578--581",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "3",

}

TY - JOUR

T1 - Synthesis of carbazole-based selenaporphyrin via annulation

AU - Masuda, Motoki

AU - Maeda, Chihiro

AU - Yoshioka, Naoki

PY - 2013/2/1

Y1 - 2013/2/1

N2 - Cu(I)-mediated alkoxylation of doubly 1,3-butadiyne-bridged carbazole dimer 1, followed by acid-catalyzed cyclization, provided furan-bridged carbazole dimer 3, while annulation reaction of 1 with selenium in the presence of hydrazine monohydrate provided selenophene-bridged carbazole dimer 5a. Oxidation of isophlorin 5a afforded carbazole-based selenaporphyrin 5b, which possessed distinct aromaticity and produced intensified and red-shifted absorption bands in the near-IR region.

AB - Cu(I)-mediated alkoxylation of doubly 1,3-butadiyne-bridged carbazole dimer 1, followed by acid-catalyzed cyclization, provided furan-bridged carbazole dimer 3, while annulation reaction of 1 with selenium in the presence of hydrazine monohydrate provided selenophene-bridged carbazole dimer 5a. Oxidation of isophlorin 5a afforded carbazole-based selenaporphyrin 5b, which possessed distinct aromaticity and produced intensified and red-shifted absorption bands in the near-IR region.

UR - https://www.scopus.com/pages/publications/84873376569

UR - https://www.scopus.com/pages/publications/84873376569#tab=citedBy

U2 - 10.1021/ol303392g

DO - 10.1021/ol303392g

M3 - Article

C2 - 23343402

AN - SCOPUS:84873376569

SN - 1523-7060

VL - 15

SP - 578

EP - 581

JO - Organic Letters

JF - Organic Letters

IS - 3

ER -

Synthesis of carbazole-based selenaporphyrin via annulation

抄録

ASJC Scopus subject areas

文献へのアクセス

他のファイルとリンク

フィンガープリント

引用スタイル