Supramolecular dimeric structures of pyrazole-containing meso-oxo carbaphlorin analogues

Masatoshi Ishida, Hiroyuki Fujimoto, Tatsuki Morimoto, Shigeki Mori, Motoki Toganoh, Soji Shimizu, Hiroyuki Furuta

研究成果: ジャーナルへの寄稿記事

5 引用 (Scopus)

抄録

Synthesis and properties of a novel meso-oxo carbaphlorin analogue embedded with an N-free pyrazole moiety are described. The N-benzyl precursor was prepared by a [3 + 1]-MacDonald condensation of N-benzyl pyrazole dialdehyde and β-alkyl-substituted tripyrrane dicarboxylic acid and subsequent oxidation by ferric chloride. Upon deprotection of the benzyl group, the resulting N-free oxophlorin analogue formed a unique supramolecular dimer through mutual hydrogen bonding interactions between the pyrazole NH and meso-carbonyl group. The assembled behaviour was characterised by various spectroscopies, X-ray crystallographic analysis and vapour pressure osmometry. Under the similar reaction conditions, the condensation of meso-phenyl-substituted tripyrrane derivative afforded an unprecedented tetrapyrrolic macrocycle fused with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone unit at their α-pyrrolic positions. The X-ray crystallographic analysis of the macrocycle revealed a twisted core structure, and nonaromatic nature was elucidated.

元の言語英語
ページ(範囲)8-16
ページ数9
ジャーナルSupramolecular Chemistry
29
発行部数1
DOI
出版物ステータス出版済み - 1 2 2017

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Condensation
Dicarboxylic Acids
X ray spectroscopy
Vapor pressure
Dimers
Hydrogen bonds
Derivatives
X rays
Oxidation
pyrazole
dichlorodicyanobenzoquinone
ferric chloride
oxophlorins

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

これを引用

Supramolecular dimeric structures of pyrazole-containing meso-oxo carbaphlorin analogues. / Ishida, Masatoshi; Fujimoto, Hiroyuki; Morimoto, Tatsuki; Mori, Shigeki; Toganoh, Motoki; Shimizu, Soji; Furuta, Hiroyuki.

:: Supramolecular Chemistry, 巻 29, 番号 1, 02.01.2017, p. 8-16.

研究成果: ジャーナルへの寄稿記事

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