Synthesis and self-assembling behavior of a porphyrin bearing multiple meso-conjugated barbiturates

Satoshi Arai, Toshiya Okamura, Shinji Takeoka

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

An efficient procedure through deprotection of 2,4,6-trimethoxypyrimidine derivative afforded porphyrinato zinc bearing multi-barbiturates acting as multiple hydrogen bonding sites at the meso positions. Addition of excess amphiphilic triaminopyrimidine derivative, as a complementary motif to the barbiturate, in an aqueous solution of porphyrin conjugated with multiple barbiturates at the meso positions resulted in precipitation. The cast film from the chloroform solution of the precipitate indicated the formation of a well-defined porphyrin assembly.

Original languageEnglish
Pages (from-to)5177-5180
Number of pages4
JournalTetrahedron Letters
Volume51
Issue number39
DOIs
Publication statusPublished - 2010 Sep 29

Fingerprint

Bearings (structural)
Barbiturates
Porphyrins
Derivatives
Hydrogen Bonding
Chloroform
Zinc
Precipitates
Hydrogen bonds

Keywords

  • Barbituric acid
  • Hydrogen bonding
  • Porphyrin
  • Self-assembly

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis and self-assembling behavior of a porphyrin bearing multiple meso-conjugated barbiturates. / Arai, Satoshi; Okamura, Toshiya; Takeoka, Shinji.

In: Tetrahedron Letters, Vol. 51, No. 39, 29.09.2010, p. 5177-5180.

Research output: Contribution to journalArticle

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