Atropisomers of meso-conjugated uracyl porphyrin derivatives and their assembling structures

Satoshi Arai, Daisuke Niwa, Hiroyuki Nishide, Shinji Takeoka

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

(Chemical Equation Presented) We have synthesized a 5,15 meso-substituted methyluracyl porphyrin derivative bearing 6-methyluracyl units directly at the meso positions. The atropisomerization was regulated by steric replusion between the methyl substituents. When the atropisomers were mixed with alkylated melamine as a complementary hydrogen-bonding unit, the hydrogen-bonded assemblies were analyzed by diffusion-ordered spectroscopy (DOSY) in solution, which clarified that the αα isomer formed a face-to-face dimer, whereas the αβ isomer took a zigzag structure.

Original languageEnglish
Pages (from-to)17-20
Number of pages4
JournalOrganic Letters
Volume9
Issue number1
DOIs
Publication statusPublished - 2007 Jan 4

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Porphyrins
Hydrogen Bonding
assembling
porphyrins
Isomers
Hydrogen
Spectrum Analysis
Bearings (structural)
isomers
Derivatives
melamine
hydrogen
Dimers
assemblies
Hydrogen bonds
dimers
Spectroscopy
spectroscopy

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Atropisomers of meso-conjugated uracyl porphyrin derivatives and their assembling structures. / Arai, Satoshi; Niwa, Daisuke; Nishide, Hiroyuki; Takeoka, Shinji.

In: Organic Letters, Vol. 9, No. 1, 04.01.2007, p. 17-20.

Research output: Contribution to journalArticle

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